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stringlengths
37
45
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stringlengths
37
61
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stringclasses
11 values
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stringlengths
3
38
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17 values
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stringlengths
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stringlengths
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stringlengths
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int64
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int64
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float64
0.07
244
10.1021_jacs.5b01899
CCOC(=O)/C=C(\C)C(O[Si](C)(C)C(C)(C)C)C(C)C
10
10
[0.11753218 0.7832032 0.26185663 0.90156255]
[0.27904413 0.7726563 0.8826287 0.89296877]
1H NMR
400 MHz
CDCl3
-0.03 (s, 3H, SiCH3), 0.04 (s, 3H, SiCH3), 0.83 (d, J = 6.8 Hz, 3H, CH3), 0.87 (d, J = 6.8 Hz, 3H, CH3), 0.91 (s, 9H, SitBu), 1.29 (t, J = 7.1 Hz, 3H, CH3), 1.72-1.84 (m, 1H, Me2CH), 2.07 (s, 3H, CH3), 3.67 (d, J = 6.0 Hz, 1H, OCH), 4.15 (q, J = 7.1 Hz, 2H, OCH2), 5.78 (s, 1H, C=CH)
null
[('s', [], '3H', -0.03, -0.03), ('s', [], '3H', 0.04, 0.04), ('d', ['6.8Hz'], '3H', 0.83, 0.83), ('d', ['6.8Hz'], '3H', 0.87, 0.87), ('s', [], '9H', 0.91, 0.91), ('t', ['7.1Hz'], '3H', 1.29, 1.29), ('m', [], '1H', 1.84, 1.72), ('s', [], '3H', 2.07, 2.07), ('d', ['6.0Hz'], '1H', 3.67, 3.67), ('q', ['7.1Hz'], '2H', 4.15,...
32
9
32
10.1021_jacs.5b01899
CCOC(=O)/C=C(\C)C(O[Si](C)(C)C(C)(C)C)C(C)C
10
10
[0.11753218 0.7832032 0.26185663 0.90156255]
[0.27904413 0.7726563 0.8826287 0.89296877]
13C NMR
101 MHz
CDCl3
-5.0,-4.4, 14.4, 14.9, 17.7, 18.3, 19.9, 26.0, 32.2, 59.7, 83.0, 116.4, 160.3, 166.9
null
[(-5.0, None, None), (-4.4, None, None), (14.4, None, None), (14.9, None, None), (17.7, None, None), (18.3, None, None), (19.9, None, None), (26.0, None, None), (32.2, None, None), (59.7, None, None), (83.0, None, None), (116.4, None, None), (160.3, None, None), (166.9, None, None)]
16
12
14
10.1021_jacs.5b01899
OC/C=C\c1ccc2ccccc2c1
11
11
[0.1185432 0.67929694 0.28005515 0.71914064]
[0.11475184 0.66835939 0.8826287 0.84062503]
13C NMR
101 MHz
CDCl3
59.95, 126.2, 126.4, 127.0, 127.7, 127.9, 128.0, 128.2, 131.2, 131.7, 132.6, 133.3, 134.2
null
[(59.95, None, None), (126.2, None, None), (126.4, None, None), (127.0, None, None), (127.7, None, None), (127.9, None, None), (128.0, None, None), (128.2, None, None), (131.2, None, None), (131.7, None, None), (132.6, None, None), (133.3, None, None), (134.2, None, None)]
13
13
13
10.1021_jacs.5b01899
OC/C=C/CCc1ccccc1[Fe]c1ccccc1
12
12
[0.11829045 0.6007813 0.29673715 0.6554688 ]
[0.11525736 0.58984379 0.88313423 0.73593756]
13C NMR
101 MHz
CDCl3
29.4, 33.8, 63.7, 67.2, 68.1, 68.6, 88.6, 129.3, 132.7
null
[(29.4, None, None), (33.8, None, None), (63.7, None, None), (67.2, None, None), (68.1, None, None), (68.6, None, None), (88.6, None, None), (129.3, None, None), (132.7, None, None)]
17
15
9
10.1021_jacs.5b01899
CC(C)(C)OC(=O)N1CCC(C=CCO)CC1
12
12
[0.11778494 0.7570313 0.24315259 0.89140628]
[0.25983456 0.74726567 0.8826287 0.89375005]
13C NMR
101 MHz
CDCl3
28.6, 31.8, 38.6, 43.7 (br), 63.7, 79.5, 127.9, 136.5, 155.0
null
[(28.6, None, None), (31.8, None, None), (38.6, None, None), (43.7, None, None), (63.7, None, None), (79.5, None, None), (127.9, None, None), (136.5, None, None), (155.0, None, None)]
13
9
9
10.1021_jacs.5b01899
CC(C)(C)[Si](OC[C@@](C)(C)/C=C/CO)(c1ccccc1)c1ccccc1
13
13
[0.11753218 0.4683594 0.29117649 0.54804692]
[0.30431987 0.46250002 0.8826287 0.55312502]
13C NMR
101 MHz
CDCl3
19.6, 24.2, 27.0, 38.6, 64.3, 72.6, 126.4, 127.7, 129.7, 134.0, 135.9, 140.4
null
[(19.6, None, None), (24.2, None, None), (27.0, None, None), (38.6, None, None), (64.3, None, None), (72.6, None, None), (126.4, None, None), (127.7, None, None), (129.7, None, None), (134.0, None, None), (135.9, None, None), (140.4, None, None)]
23
12
12
10.1021_jacs.5b01899
C/C(=C\c1ccccc1)CBr
15
15
[0.11829045 0.28691407 0.25124082 0.32363283]
[0.103125 0.27617189 0.88363977 0.42187504]
1H NMR
400 MHz
CDCl3
2.02 (s, 3H, CH3), 4.14 (s, 2H, BrCH2), 6.64 (s, 1H, C=CH), 7.21-7.30 (m, 3H, Ar), 7.30-7.38 (m, 2H, Ar)
null
[('s', [], '3H', 2.02, 2.02), ('s', [], '2H', 4.14, 4.14), ('s', [], '1H', 6.64, 6.64), ('m', [], '3H', 7.3, 7.21), ('m', [], '2H', 7.38, 7.3)]
11
6
11
10.1021_jacs.5b01899
Cc1cc(C)c(/C=C/CBr)c(C)c1
15
15
[0.1185432 0.62578128 0.27778035 0.68515631]
[0.11576287 0.61601566 0.8826287 0.78632817]
13C NMR
101 MHz
CDCl3
20.8, 21.0, 33.6, 128.8, 130.5, 132.4, 132.5, 136.1, 136.8
null
[(20.8, None, None), (21.0, None, None), (33.6, None, None), (128.8, None, None), (130.5, None, None), (132.4, None, None), (132.5, None, None), (136.1, None, None), (136.8, None, None)]
12
9
9
10.1021_jacs.5b01899
c1ccc([Si](c2ccccc2)(C(C)(C)C)OCC(C)(C)/C=C/CBr)cc1
17
17
[0.11727941 0.10273438 0.2851103 0.18125 ]
[0.11475184 0.11845704 0.8826287 0.29179689]
13C NMR
101 MHz
CDCl3
19.6, 24.0, 27.0, 34.0, 38.8, 72.4, 124.0, 127.8, 129.7, 133.8, 135.8, 143.5
null
[(19.6, None, None), (24.0, None, None), (27.0, None, None), (34.0, None, None), (38.8, None, None), (72.4, None, None), (124.0, None, None), (127.8, None, None), (129.7, None, None), (133.8, None, None), (135.8, None, None), (143.5, None, None)]
23
12
12
10.1021_jacs.5b01899
CC(C)(C)OC(=O)N1CCC(C=CCBr)CC1
17
17
[0.11778494 0.31445314 0.23733917 0.44882815]
[0.10919118 0.30195315 0.88363977 0.60429691]
1H NMR
400 MHz
CDCl3
1.20-1.34 (m, 2H), 1.46 (s, 9H, OtBu), 1.62-1.73 (m, 2H), 2.09-2.21 (m, 1H), 2.64-2.82 (m, 2H), 3.94 (d, J = 6.1 Hz, 2H, BrCH2), 3.99-4.21 (br, 2H), 5.63-5.76 (m, 2H, HC=CH)
null
[('m', [], '2H', 1.34, 1.2), ('s', [], '9H', 1.46, 1.46), ('m', [], '2H', 1.73, 1.62), ('m', [], '1H', 2.21, 2.09), ('m', [], '2H', 2.82, 2.64), ('d', ['6.1Hz'], '2H', 3.94, 3.94), ('br', [], '2H', 4.21, 3.99), ('m', [], '2H', 5.76, 5.63)]
22
7
22
10.1021_jacs.5b01899
C/C(=C\CBr)C(O[Si](C)(C)C(C)(C)C)C(C)C
17
17
[0.11753218 0.62578128 0.22925094 0.74453127]
[0.11626839 0.6164063 0.8826287 0.86718758]
13C NMR
101 MHz
CDCl3
-4.9,-4.2, 11.6, 18.3, 18.7, 19.5, 26.0, 28.7, 32.4, 83.5, 121.9, 144.8
null
[(-4.9, None, None), (-4.2, None, None), (11.6, None, None), (18.3, None, None), (18.7, None, None), (19.5, None, None), (26.0, None, None), (28.7, None, None), (32.4, None, None), (83.5, None, None), (121.9, None, None), (144.8, None, None)]
14
10
12
10.1021_jacs.5b01899
C=CCc1ccc2ccccc2c1
21
21
[0.11829045 0.74296878 0.26160389 0.78359377]
[0.11424633 0.63046877 0.88313423 0.68984377]
1H NMR
400 MHz
CDCl3
3.53 (d, J = 6.6 Hz, 2H, CH2), 5.07-5.17 (m, 2H, C=CH2), 5.97-6.10 (m, 1H, C=CH), 7.31 (d, J = 8.4 Hz, 1H, Ar), 7.37-7.46 (m, 2H, Ar), 7.60 (s, 1H, Ar), 7.72-7.81 (m, 3H, Ar)
null
[('d', ['6.6Hz'], '2H', 3.53, 3.53), ('m', [], '2H', 5.17, 5.07), ('m', [], '1H', 6.1, 5.97), ('d', ['8.4Hz'], '1H', 7.31, 7.31), ('m', [], '2H', 7.46, 7.37), ('s', [], '1H', 7.6, 7.6), ('m', [], '3H', 7.81, 7.72)]
12
10
12
10.1021_jacs.5b01899
[2H]C([2H])=CCc1ccc2ccccc2c1
24
24
[0.11879597 0.54531252 0.28662685 0.60625003]
[0.11525736 0.53750002 0.8826287 0.86406253]
13C NMR
101 MHz
CDCl3
40.4, 115.7 (pentet, J = 24 Hz), 125.4, 126.1, 126.8, 127.5, 127.6, 127.8, 128.1, 132.3, 133.8, 137.2, 137.7
null
[(40.4, None, None), (115.7, 'pentet', 24.0), (125.4, None, None), (126.1, None, None), (126.8, None, None), (127.5, None, None), (127.6, None, None), (127.8, None, None), (128.1, None, None), (132.3, None, None), (133.8, None, None), (137.2, None, None), (137.7, None, None)]
13
13
13
10.1002_ejoc.202101306
Brc1cnccc1-c1ccsc1
2
2
[0.14249844 0.44726566 0.21816619 0.53476565]
[0.14028915 0.44609378 0.85719987 0.77890631]
13C NMR
63 MHz
CDCl3
153.0, 148.4 (CHPyr), 144.5 (CPyr), 138.3 (CThioph), 128.1 (CHPyr), 125.9, 125.4 (CHThioph), 120.5 (CPyr)
null
[(153.0, None, None), (148.4, None, None), (144.5, None, None), (138.3, None, None), (128.1, None, None), (125.9, None, None), (125.4, None, None), (120.5, None, None)]
9
9
8
10.1002_ejoc.202101306
Brc1cnccc1-c1csc2ccccc12
3
3
[0.14277459 0.12246094 0.26262792 0.22734376]
[0.27919751 0.12558594 0.85609524 0.23769533]
1H NMR
500 MHz
CDCl3
8.90 (s, 1H, CHpyr), 8.61 (d, 3J = 4.9 Hz, 1H, CHpyr), 7.95-7.93 (m, 1H, CHAr), 7.56 (s, 1H, CHThioph), 7.54-7.52 (m, 1H, CHAr), 7.42-7.39 (m, 2H, CHAr), 7.37 (d, 3J = 4.9 Hz, 1H, CHpyr)
null
[('s', [], '1H', 8.9, 8.9), ('d', ['4.9Hz'], '1H', 8.61, 8.61), ('m', [], '1H', 7.95, 7.93), ('s', [], '1H', 7.56, 7.56), ('m', [], '1H', 7.54, 7.52), ('m', [], '2H', 7.42, 7.39), ('d', ['4.9Hz'], '1H', 7.37, 7.37)]
8
8
8
10.1002_ejoc.202101306
Brc1cnccc1-c1csc2ccccc12
3
3
[0.14277459 0.12246094 0.26262792 0.22734376]
[0.27919751 0.12558594 0.85609524 0.23769533]
13C NMR
63 MHz
CDCl3
152.5, 147.9 (CHpyr), 145.0 (Cpyr), 140.1, 137.3, 133.5 (CAr), 127.0 (CHAr), 126.5 (Cpyr), 125.0, 124.8, 123.0 (CHAr), 122.9 (CHpyr)
null
[(152.5, None, None), (147.9, None, None), (145.0, None, None), (140.1, None, None), (137.3, None, None), (133.5, None, None), (127.0, None, None), (126.5, None, None), (125.0, None, None), (124.8, None, None), (123.0, None, None), (122.9, None, None)]
13
13
12
10.1002_ejoc.202101306
Cc1ccc(C#Cc2cnccc2-c2ccsc2)cc1
4
4
[0.14277459 0.42500001 0.32780163 0.51171879]
[0.13973684 0.42343752 0.85719987 0.78359376]
13C NMR
63 MHz
CDCl3
154.1, 148.7 (CHPyr), 144.0 (CPyr), 139.2 (CAr), 138.5 (CThioph), 131.5, 129.4 (CHAr), 127.8, 125.9, 125.8 (CHThioph), 122.5 (CHPyr), 119.8 (CAr), 117.9 (CPyr), 95.9, 86.1 (CAlkyne), 21.7 (CH3)
null
[(154.1, None, None), (148.7, None, None), (144.0, None, None), (139.2, None, None), (138.5, None, None), (131.5, None, None), (129.4, None, None), (127.8, None, None), (125.9, None, None), (125.8, None, None), (122.5, None, None), (119.8, None, None), (117.9, None, None), (95.9, None, None), (86.1, None, None), (21.7,...
18
16
16
10.1002_ejoc.202101306
Fc1ccc(C#Cc2cnccc2-c2ccsc2)cc1
5
5
[0.14277459 0.08681641 0.31675524 0.17451173]
[0.33001091 0.08652344 0.85609524 0.17500001]
19F NMR
471 MHz
CDCl3
-109.78 (s, 1F, CF)
null
[([-109.78, -109.78], 's', [])]
1
1
1
10.1002_ejoc.202101306
FC(F)(F)c1ccc(C#Cc2cnccc2-c2ccsc2)cc1
5
5
[0.14691699 0.58203129 0.33912419 0.66953131]
[0.13973684 0.57109378 0.85719987 0.90703128]
19F NMR
471 MHz
CDCl3
-62.86 (s, 3F, CF3)
null
[(-62.86, 's', None)]
3
1
1
10.1002_ejoc.202101306
CC(C)(C)c1ccc(C#Cc2cnccc2-c2ccsc2)cc1
6
6
[0.15464947 0.26054689 0.34575201 0.34804689]
[0.36342623 0.25234376 0.85609524 0.36523441]
13C NMR
75 MHz
CDCl3
154.2 (CHPyr), 152.4 (CAr), 148.7 (CHPyr), 144.1 (CPyr), 138.5 (CThioph), 131.4 (CHAr), 127.8, 125.9, 125.8 (CHThioph), 125.7 (CHAr), 122.5 (CHPyr), 119.8 (CAr), 117.9 (CPyr), 95.9, 86.1 (CAlkyne), 35.0 (CtBu), 31.3 (CH3-tBu)
null
[(154.2, None, None), (152.4, None, None), (148.7, None, None), (144.1, None, None), (138.5, None, None), (131.4, None, None), (127.8, None, None), (125.9, None, None), (125.8, None, None), (125.7, None, None), (122.5, None, None), (119.8, None, None), (117.9, None, None), (95.9, None, None), (86.1, None, None), (35.0,...
21
17
17
10.1002_ejoc.202101306
Cc1ccccc1C#Cc1cnccc1-c1ccsc1
7
7
[0.14249844 0.38046877 0.29217701 0.46796879]
[0.13807988 0.37558596 0.85719987 0.75781257]
13C NMR
75 MHz
CDCl3
154.3, 148.8 (CHPyr), 144.1 (CPyr), 140.4 (CAr), 138.5 (CThioph), 132.2, 129.8, 129.0 (CHAr), 127.9 (CHThioph), 125.9 (CHAr), 125.9, 125.8 (CHThioph), 122.6 (CAr), 122.6 (CHPyr), 118.1 (CPyr), 94.7, 90.3 (CAlkyne), 20.9 (CH3)
null
[(154.3, None, None), (148.8, None, None), (144.1, None, None), (140.4, None, None), (138.5, None, None), (132.2, None, None), (129.8, None, None), (129.0, None, None), (127.9, None, None), (125.9, None, None), (125.9, None, None), (125.8, None, None), (122.6, None, None), (122.6, None, None), (118.1, None, None), (94....
18
18
18
10.1002_ejoc.202101306
Cc1cccc(C#Cc2cnccc2-c2ccsc2)c1
8
7
[0.14277459 0.08671875 0.32835395 0.17441407]
[0.14028915 0.86015628 0.85609524 0.90078126]
13C NMR
63 MHz
CDCl3
154.3, 148.8 (CHPyr), 144.1 (CPyr), 138.5 (CThioph), 138.4 (CAr), 132.2, 129.9, 128.8, 128.5 (CHAr), 127.8, 125.9, 125.9 (CHThioph), 122.7 (CAr), 122.5 (CHPyr), 117.8 (CPyr), 95.8, 86.4 (CAlkyne), 21.4 (CH3)
null
[(154.3, None, None), (148.8, None, None), (144.1, None, None), (138.5, None, None), (138.4, None, None), (132.2, None, None), (129.9, None, None), (128.8, None, None), (128.5, None, None), (127.8, None, None), (125.9, None, None), (125.9, None, None), (122.7, None, None), (122.5, None, None), (117.8, None, None), (95....
18
18
18
10.1002_ejoc.202101306
C(#CC1CCCCC1)c1cnccc1-c1ccsc1
8
8
[0.14277459 0.52421878 0.29300549 0.61171876]
[0.13807988 0.52187501 0.85719987 0.88125001]
13C NMR
75 MHz
CDCl3
154.5, 148.2 (CHPyr), 143.9 (CPyr), 138.6 (CThioph), 127.8, 125.7, 125.5 (CHThioph), 122.3 (CHPyr), 118.4 (CPyr), 101.1, 77.9 (CAlkyne), 32.4 (CH2), 30.1 (CH), 26.0, 25.0 (CH2)
null
[(154.5, None, None), (148.2, None, None), (143.9, None, None), (138.6, None, None), (127.8, None, None), (125.7, None, None), (125.5, None, None), (122.3, None, None), (118.4, None, None), (101.1, None, None), (77.9, None, None), (32.4, None, None), (30.1, None, None), (26.0, None, None), (25.0, None, None)]
17
15
15
10.1002_ejoc.202101306
CCCCCCC#Cc1c(-c2cscc2)ccnc1
9
9
[0.22893644 0.22851564 0.38137661 0.3199219 ]
[0.13973684 0.33046876 0.85719987 0.65781256]
13C NMR
75 MHz
CDCl3
154.6, 148.2 (CHPyr), 143.9 (CPyr), 138.6 (CThioph), 127.7, 125.6, 125.6 (CHThioph), 122.4 (CHPyr), 118.4 (CPyr), 97.3, 77.9 (CAlkyne), 31.5, 28.8, 28.5, 22.7, 19.8 (CH2), 14.2 (CH3)
null
[(154.6, None, None), (148.2, None, None), (143.9, None, None), (138.6, None, None), (127.7, None, None), (125.6, None, None), (125.6, None, None), (122.4, None, None), (118.4, None, None), (97.3, None, None), (77.9, None, None), (31.5, None, None), (28.8, None, None), (28.5, None, None), (22.7, None, None), (19.8, Non...
17
17
17
10.1002_ejoc.202101306
N(c1ccc(C#Cc2cnccc2-c2ccsc2)cc1)(C)C
9
9
[0.1488501 0.77968751 0.35403681 0.86718757]
[0.36591168 0.76289067 0.85609524 0.87500007]
13C NMR
75 MHz
CDCl3
153.9 (CHPyr), 150.6 (CAr), 148.0 (CHPyr), 143.4 (CPyr), 138.7 (CHThioph), 132.8 (CHAr), 127.9, 125.8, 125.6 (CHThioph), 122.4 (CHPyr), 118.6 (CPyr), 112.0 (CHAr), 109.5 (CHAr), 97.3, 84.9 (CAlkyne), 40.3 (CH3)
null
[(153.9, None, None), (150.6, None, None), (148.0, None, None), (143.4, None, None), (138.7, None, None), (132.8, None, None), (127.9, None, None), (125.8, None, None), (125.6, None, None), (122.4, None, None), (118.6, None, None), (112.0, None, None), (109.5, None, None), (97.3, None, None), (84.9, None, None), (40.3,...
19
16
16
10.1002_ejoc.202101306
C(#Cc1cnccc1-c1csc2ccccc12)c1ccccc1
10
10
[0.14443155 0.4246094 0.36259777 0.54101566]
[0.13973684 0.42343752 0.85719987 0.78125007]
13C NMR
63 MHz
CDCl3
153.3, 148.2 (CHPyr), 145.4 (CPyr), 140.3, 137.5, 133.4 (CThioph), 131.9 (CAr), 131.6, 128.9, 128.4, 127.5, 124.9 (CHAr), 124.7 (CHThioph), 123.2, 123.0 (CHAr), 122.5 (CPyr), 96.3, 85.9 (CAlkyne)
null
[(153.3, None, None), (148.2, None, None), (145.4, None, None), (140.3, None, None), (137.5, None, None), (133.4, None, None), (131.9, None, None), (131.6, None, None), (128.9, None, None), (128.4, None, None), (127.5, None, None), (124.9, None, None), (124.7, None, None), (123.2, None, None), (123.0, None, None), (122...
21
19
18
10.1002_ejoc.202101306
Cc1ccc(C#Cc2cnccc2-c2csc3ccccc23)cc1
11
10
[0.14263651 0.08525391 0.36342623 0.18349611]
[0.13973684 0.84609376 0.59650509 0.86015628]
13C NMR
63 MHz
CDCl3
140.3 (CPyr), 139.2, 137.4 (CThioph), 135.6(CAr), 133.6 (CThioph), 131.6, 129.2, 127.3, 124.9 (CHAr), 124.7 (CHthiop), 123.2 (CHAr), 123.0 (CHPyr), 119.4 (CAr), 97.0, 83.0 (CAlkyne), 21.6 (CH3)
null
[(140.3, None, None), (139.2, None, None), (137.4, None, None), (135.6, None, None), (133.6, None, None), (131.6, None, None), (129.2, None, None), (127.3, None, None), (124.9, None, None), (124.7, None, None), (123.2, None, None), (123.0, None, None), (119.4, None, None), (97.0, None, None), (83.0, None, None), (21.6,...
22
20
16
10.1002_ejoc.202101306
CC(C)(C)c1ccc(C#Cc2cnccc2-c2csc3ccccc23)cc1
11
11
[0.14691699 0.54765628 0.40098396 0.65859376]
[0.13973684 0.54687504 0.85719987 0.88125001]
13C NMR
63 MHz
CDCl3
153.0 (CAr), 152.3, 147.8 (CHPyr), 145.4 (CPyr), 140.3, 137.5, 133.4 (CThioph), 131.4, 127.5, 125.5, 124.9 (CHAr), 124.7 (CHThioph), 123.2 (CHAr), 123.0 (CHPyr), 119.5 (CPyr), 96.6, 85.2 (CAlkyne), 35.0 (CtBu), 31.2 (CH3)
null
[(153.0, None, None), (152.3, None, None), (147.8, None, None), (145.4, None, None), (140.3, None, None), (137.5, None, None), (133.4, None, None), (131.4, None, None), (127.5, None, None), (125.5, None, None), (124.9, None, None), (124.7, None, None), (123.2, None, None), (123.0, None, None), (119.5, None, None), (96....
25
21
19
10.1002_ejoc.202101306
C(#CC1CCCCC1)c1cnccc1-c1csc2ccccc12
12
12
[0.14691699 0.22890626 0.35403681 0.34062503]
[0.13918451 0.228125 0.85719987 0.60859379]
13C NMR
63 MHz
CDCl3
153.6, 147.8 (CHPyr), 145.1 (CPyr), 140.2, 137.6, 133.8 (CThiop), 126.8, 124.7 (CHAr), 124.5 (CHThioph), 124.0, 123.3 (CHAr), 122.9 (CHPyr), 120.7 (CPyr), 101.7, 77.0 (CAlkyne), 32.1 (CH2), 29.7 (CH), 25.9, 24.6 (CH2)
null
[(153.6, None, None), (147.8, None, None), (145.1, None, None), (140.2, None, None), (137.6, None, None), (133.8, None, None), (126.8, None, None), (124.7, None, None), (124.5, None, None), (124.0, None, None), (123.3, None, None), (122.9, None, None), (120.7, None, None), (101.7, None, None), (77.0, None, None), (32.1...
21
19
19
10.1002_ejoc.202101306
Cc1ccccc1C#Cc1cnccc1-c1csc2ccccc12
12
12
[0.14719315 0.72343753 0.35458912 0.83437501]
[0.37033022 0.71250006 0.85609524 0.85000001]
1H NMR
250 MHz
CDCl3
8.93 (s, 1H, CHPyr), 8.63 (d, 3J = 5.1 Hz, 1H, CHPyr), 7.96-7.92 (m, 1H, CHAr), 7.75 (s, 1H, CHThioph), 7.77-7.72 (m, 1H, CHAr), 7.46 (d, 3J = 5.1 Hz, 1H, CHPyr), 7.42-7.38 (m, 2H, CHAr), 7.19-7.15 (m, 2H, CHAr), 7.15-7.03 (m, 2H, CHAr), 2.04 (s, 3H, CH3)
null
[('s', [], '1H', 8.93, 8.93), ('d', ['5.1Hz'], '1H', 8.63, 8.63), ('m', [], '1H', 7.96, 7.92), ('s', [], '1H', 7.75, 7.75), ('m', [], '1H', 7.77, 7.72), ('d', ['5.1Hz'], '1H', 7.46, 7.46), ('m', [], '2H', 7.42, 7.38), ('m', [], '2H', 7.19, 7.15), ('m', [], '2H', 7.15, 7.03), ('s', [], '3H', 2.04, 2.04)]
15
13
15
10.1002_ejoc.202101306
Cc1ccccc1C#Cc1cnccc1-c1csc2ccccc12
12
12
[0.14719315 0.72343753 0.35458912 0.83437501]
[0.37033022 0.71250006 0.85609524 0.85000001]
13C NMR
63 MHz
CDCl3
153.6, 148.4 (CHPyr), 145.0 (CPyr), 140.4 (CAr), 140.3, 137.6, 133.8 (CThioph), 132.2, 129.6, 128.9, 127.0, 125.6, 124.9, 124.7 (CHAr), 124.2 (CHThioph), 123.2 (CHAr), 123.0 (CHPyr), 122.4 (CAr), 120.4 (CPyr), 95.0, 89.5 (CAlkyne), 20.3 (CH3)
null
[(153.6, None, None), (148.4, None, None), (145.0, None, None), (140.4, None, None), (140.3, None, None), (137.6, None, None), (133.8, None, None), (132.2, None, None), (129.6, None, None), (128.9, None, None), (127.0, None, None), (125.6, None, None), (124.9, None, None), (124.7, None, None), (124.2, None, None), (123...
22
22
22
10.1002_ejoc.202101306
Cc1cccc(C#Cc2cnccc2-c2csc3ccccc23)c1
13
13
[0.14898819 0.3763672 0.39877468 0.48750004]
[0.13973684 0.37421876 0.85719987 0.75781257]
13C NMR
63 MHz
CDCl3
153.5, 148.5 (CHPyr), 145.1 (CPyr), 140.3 (CAr), 138.1, 137.5, 133.6 (CThioph), 132.2, 129.7, 128.6, 128.3, 127.3, 124.8, 124.7 (CHAr), 124.0 (CHThioph), 123.2 (CHAr), 123.0 (CHPyr), 122.4 (CAr), 119.9 (CPyr), 96.4, 85.7 (CAlkyne), 21.3 (CH3)
null
[(153.5, None, None), (148.5, None, None), (145.1, None, None), (140.3, None, None), (138.1, None, None), (137.5, None, None), (133.6, None, None), (132.2, None, None), (129.7, None, None), (128.6, None, None), (128.3, None, None), (127.3, None, None), (124.8, None, None), (124.7, None, None), (124.0, None, None), (123...
22
22
22
10.1002_ejoc.202101306
C(c1ccc(C#Cc2cnccc2-c2csc3ccccc23)cc1)(F)(F)F
14
14
[0.14691699 0.61484381 0.41700123 0.73203131]
[0.43384696 0.61093756 0.85609524 0.74843751]
19F NMR
471 MHz
CDCl3
-62.92 (s, 3F, CF3)
null
[(-62.92, 's', None)]
3
1
1
10.1002_ejoc.202101306
O(c1ccc(C#Cc2cnccc2-c2csc3ccccc23)cc1)C
15
15
[0.15685874 0.79531251 0.42086746 0.90625007]
[0.43964633 0.78593753 0.85609524 0.90000006]
1H NMR
500 MHz
CDCl3
8.90 (s, 1H, CHPyr), 8.62 (s, 1H, CHPyr), 7.97-7.95 (m, 1H, CHAr), 7.81-7.79 (m, 1H, CHAr), 7.78 (s, 1H, CHthioph), 7.47 (d, 3J = 4.4 Hz, 1H, CHPyr), 7.43-7.40 (m, 2H, CHAr), 7.08 (d, 3J = 8.9 Hz, 2H, CHAr), 6.77 (d, 3J = 8.9 Hz, 2H, CHAr), 3.78 (s, 3H, CH3)
null
[('s', [], '1H', 8.9, 8.9), ('s', [], '1H', 8.62, 8.62), ('m', [], '1H', 7.97, 7.95), ('m', [], '1H', 7.81, 7.79), ('s', [], '1H', 7.78, 7.78), ('d', ['4.4Hz'], '1H', 7.47, 7.47), ('m', [], '2H', 7.43, 7.4), ('d', ['8.9Hz'], '2H', 7.08, 7.08), ('d', ['8.9Hz'], '2H', 6.77, 6.77), ('s', [], '3H', 3.78, 3.78)]
15
11
15
10.1002_ejoc.202101306
O(c1ccc(C#Cc2cnccc2-c2csc3ccccc23)cc1)C
15
15
[0.15685874 0.79531251 0.42086746 0.90625007]
[0.43964633 0.78593753 0.85609524 0.90000006]
13C NMR
75 MHz
CDCl3
160.1 (CAr), 151.7, 140.3 (CPyr), 137.5, 133.8 (CThioph), 133.1, 127.2, 124.8 (CHAr), 124.6 (CHthiop), 123.3 (CHAr), 123.0 (CHPyr), 114.1 (CAr), 96.5, 87.6 (CAlkyne), 55.4 (CH3)
null
[(160.1, None, None), (151.7, None, None), (140.3, None, None), (137.5, None, None), (133.8, None, None), (133.1, None, None), (127.2, None, None), (124.8, None, None), (124.6, None, None), (123.3, None, None), (123.0, None, None), (114.1, None, None), (96.5, None, None), (87.6, None, None), (55.4, None, None)]
22
20
15
10.1002_ejoc.202101306
N(c1ccc(C#Cc2cnccc2-c2csc3ccccc23)cc1)(C)C
16
16
[0.15810146 0.46289066 0.42970459 0.57382815]
[0.13973684 0.44843751 0.85719987 0.85703131]
13C NMR
126 MHz
CDCl3
153.2 (CHPyr), 150.4 (CAr), 147.7 (CHPyr), 144.2 (CPyr), 140.2, 137.7, 133.8 (CThioph), 132.8, 127.2, 124.7, 124.6 (CHAr), 123.9 (CHThioph), 123.3 (CHAr), 122.9 (CHPyr), 120.7 (CPyr), 111.8 (CHAr), 109.2 (CAr), 97.8, 84.3 (CAlkyne), 40.2 (CH3)
null
[(153.2, None, None), (150.4, None, None), (147.7, None, None), (144.2, None, None), (140.2, None, None), (137.7, None, None), (133.8, None, None), (132.8, None, None), (127.2, None, None), (124.7, None, None), (124.6, None, None), (123.9, None, None), (123.3, None, None), (122.9, None, None), (120.7, None, None), (111...
23
20
20
10.1002_ejoc.202101306
c1ccc(-c2cc3cnccc3c3ccsc23)cc1
17
17
[0.14249844 0.31328128 0.27118888 0.40390627]
[0.13531829 0.30175783 0.85664758 0.63593754]
13C NMR
75 MHz
CDCl3
152.5, 144.2 (CHPyr), 141.6 (CThioph), 139.9 (CAr), 136.9 (CThioph), 135.2 (CPyr), 131.7 (CAr), 129.1 (CHAr), 128.7 (CHThioph), 128.5, 127.6 (CHAr), 127.2 (CPyr), 122.8 (CHThioph), 122.4 (CHAr), 116.9 (CHPyr)
null
[(152.5, None, None), (144.2, None, None), (141.6, None, None), (139.9, None, None), (136.9, None, None), (135.2, None, None), (131.7, None, None), (129.1, None, None), (128.7, None, None), (128.5, None, None), (127.6, None, None), (127.2, None, None), (122.8, None, None), (122.4, None, None), (116.9, None, None)]
17
15
15
10.1002_ejoc.202101306
Cc1ccc(-c2cc3cnccc3c3ccsc23)cc1
17
17
[0.15823954 0.70859381 0.32283075 0.80156253]
[0.34022882 0.69843754 0.85609524 0.81093751]
13C NMR
126 MHz
CDCl3
152.5, 144.1 (CHPyr), 141.7 (CThioph), 138.6 (CAr), 137.0 (CThioph), 136.8 (CAr), 135.1 (CPyr), 131.5 (CAr), 129.8, 128.4 (CHAr), 127.5 (CHThioph), 127.3 (CPyr), 122.6 (CHThioph), 122.4 (CHAr), 116.9 (CHPyr), 21.5 (CH3)
null
[(152.5, None, None), (144.1, None, None), (141.7, None, None), (138.6, None, None), (137.0, None, None), (136.8, None, None), (135.1, None, None), (131.5, None, None), (129.8, None, None), (128.4, None, None), (127.5, None, None), (127.3, None, None), (122.6, None, None), (122.4, None, None), (116.9, None, None), (21....
18
16
16
10.1002_ejoc.202101306
Fc1ccc(-c2cc3cnccc3c3ccsc23)cc1
18
18
[0.14664083 0.34492188 0.29963334 0.43867188]
[0.13918451 0.32500003 0.85719987 0.73359379]
19F NMR
471 MHz
CDCl3
-112.94 (s, 1F, CF)
null
[([-112.94, -112.94], 's', [])]
1
1
1
10.1002_ejoc.202101306
CC(C)(C)c1ccc(-c2cc3cnccc3c3ccsc23)cc1
19
19
[0.14249844 0.48515628 0.31371747 0.57890628]
[0.13697524 0.48437504 0.85719987 0.84375007]
13C NMR
63 MHz
CDCl3
152.5 (CHPyr), 151.9 (CAr), 144.1 (CHPyr), 141.6, 136.9 (CThioph), 136.8 (CAr), 135.2 (CPyr), 131.6 (CAr), 128.1 (CHAr), 127.5 (CHThioph), 127.3 (CPyr), 126.0 (CHAr), 122.7 (CHThioph), 122.4 (CHAr), 116.9 (CHPyr), 34.9 (CtBu), 31.5 (CH3-tBu)
null
[(152.5, None, None), (151.9, None, None), (144.1, None, None), (141.6, None, None), (136.9, None, None), (136.8, None, None), (135.2, None, None), (131.6, None, None), (128.1, None, None), (127.5, None, None), (127.3, None, None), (126.0, None, None), (122.7, None, None), (122.4, None, None), (116.9, None, None), (34....
21
17
17
10.1002_ejoc.202101306
Cc1ccccc1-c1cc2cnccc2c2ccsc12
20
20
[0.14249844 0.12500001 0.26953192 0.21699219]
[0.1358706 0.12500001 0.85719987 0.45976565]
13C NMR
63 MHz
CDCl3
152.4, 144.2 (CHPyr), 143.1 (CAr), 139.2, 136.6 (CThioph), 136.3 (CPyr), 134.5, 131.7 (CAr), 130.7, 129.6, 128.7 (CHAr), 127.8 (CHThioph), 127.0 (CPyr), 126.1 (CHAr), 123.2 (CHThioph), 122.4 (CHAr), 116.9 (CHPyr), 20.0 (CH3)
null
[(152.4, None, None), (144.2, None, None), (143.1, None, None), (139.2, None, None), (136.6, None, None), (136.3, None, None), (134.5, None, None), (131.7, None, None), (130.7, None, None), (129.6, None, None), (128.7, None, None), (127.8, None, None), (127.0, None, None), (126.1, None, None), (123.2, None, None), (122...
18
18
18
10.1002_ejoc.202101306
Cc1cccc(-c2cc3cnccc3c3ccsc23)c1
20
20
[0.15851569 0.57500003 0.32227844 0.66562506]
[0.34050499 0.56171879 0.85719987 0.67421876]
13C NMR
63 MHz
CDCl3
152.5, 144.2 (CHPyr), 141.6 (CAr), 139.9 (CThioph), 138.8(CAr), 137.0 (CThioph), 135.2 (CPyr), 131.6 (CAr), 129.5, 129.2, 129.0 (CHAr), 127.6 (CHThioph), 127.3 (CPyr), 125.5 (CHAr), 122.7 (CHThioph), 122.4 (CHAr), 116.9 (CHPyr), 21.7 (CH3)
null
[(152.5, None, None), (144.2, None, None), (141.6, None, None), (139.9, None, None), (138.8, None, None), (137.0, None, None), (135.2, None, None), (131.6, None, None), (129.5, None, None), (129.2, None, None), (129.0, None, None), (127.6, None, None), (127.3, None, None), (125.5, None, None), (122.7, None, None), (122...
18
18
18
10.1002_ejoc.202101306
c1cc2c(cn1)cc(C1CCCCC1)c1sccc12
21
21
[0.1460885 0.24316408 0.27533128 0.33339845]
[0.1358706 0.22773438 0.85719987 0.58632814]
13C NMR
63 MHz
CDCl3
152.2, 143.5 (CHPyr), 142.3, 142.1 (CThioph), 134.5 (CPyr), 131.3 (CAr), 127.4 (CPyr), 126.2, 122.7 (CHThioph), 118.9 (CHAr), 116.8 (CHPyr), 44.0 (CH), 33.4, 27.0, 26.4 (CH2)
null
[(152.2, None, None), (143.5, None, None), (142.3, None, None), (142.1, None, None), (134.5, None, None), (131.3, None, None), (127.4, None, None), (126.2, None, None), (122.7, None, None), (118.9, None, None), (116.8, None, None), (44.0, None, None), (33.4, None, None), (27.0, None, None), (26.4, None, None)]
17
15
15
10.1002_ejoc.202101306
N(c1ccc(-c2cc3cnccc3c3ccsc23)cc1)(C)C
22
22
[0.14277459 0.35078126 0.33663874 0.45078127]
[0.13918451 0.35078126 0.85719987 0.73281251]
13C NMR
75 MHz
CDCl3
152.3 (CHPyr), 150.7 (CAr), 143.6 (CHPyr), 141.9, 137.1 (CThioph), 135.0 (CPyr), 131.2 (CAr), 129.2 (CHAr), 127.6 (CAr), 127.5 (CPyr), 127.3, 122.4 (CHThioph), 121.7 (CHAr), 116.8 (CHPyr), 112.5 (CHAr), 40.5 (CH3)
null
[(152.3, None, None), (150.7, None, None), (143.6, None, None), (141.9, None, None), (137.1, None, None), (135.0, None, None), (131.2, None, None), (129.2, None, None), (127.6, None, None), (127.5, None, None), (127.3, None, None), (122.4, None, None), (121.7, None, None), (116.8, None, None), (112.5, None, None), (40....
19
16
16
10.1002_ejoc.202101306
Cc1ccc(-c2cc3cnccc3c3c2sc2ccccc23)cc1
23
23
[0.15395907 0.55234377 0.36618783 0.65859376]
[0.13973684 0.54765628 0.85719987 0.88203129]
1H NMR
500 MHz
CDCl3
9.41 (br s, 1H, CHPyr), 8.83 (dt, 3J = 8.2, 4J = 1.0 Hz, 1H, CHAr), 8.77 (br s, 1H, CHPyr), 8.73 (d, 3J = 5.8 Hz, 1H, CHPyr), 7.97 (dt, 3J = 8.0, 4J = 1.0 Hz, 1H, CHAr), 7.92 (s, 1H, CHthiop), 7.67 (d, 3J = 8.1 Hz, 2H, CHAr), 7.64 (ddd, 3J = 8.2, 3J = 7.1, 4J = 1.0 Hz, 1H, CHAr), 7.53 (ddd, 3J = 8.0, 3J = 7.1, 4J = 1.0...
null
[('brs', [], '1H', 9.41, 9.41), ('dt', "['8.2Hz', '1.0Hz']", '1H', 8.83, 8.83), ('brs', [], '1H', 8.77, 8.77), ('d', ['5.8Hz'], '1H', 8.73, 8.73), ('dt', "['8.0Hz', '1.0Hz']", '1H', 7.97, 7.97), ('s', [], '1H', 7.92, 7.92), ('d', ['8.1Hz'], '2H', 7.67, 7.67), ('ddd', "['8.2Hz', '7.1Hz', '1.0Hz']", '1H', 7.64, 7.64), ('...
15
11
15
10.1002_ejoc.202101306
Cc1ccc(-c2cc3cnccc3c3c2sc2ccccc23)cc1
23
23
[0.15395907 0.55234377 0.36618783 0.65859376]
[0.13973684 0.54765628 0.85719987 0.88203129]
13C NMR
63 MHz
CDCl3
144.4 (CPyr), 140.1 (CAr), 139.0, 138.7 (CThioph), 136.7 (CAr), 136.5 (CThioph), 129.9, 128.6, 126.3, 125.9, 125.5 (CHAr), 124.6 (CHThiop), 123.3 (CHAr), 21.5 (CH3)
null
[(144.4, None, None), (140.1, None, None), (139.0, None, None), (138.7, None, None), (136.7, None, None), (136.5, None, None), (129.9, None, None), (128.6, None, None), (126.3, None, None), (125.9, None, None), (125.5, None, None), (124.6, None, None), (123.3, None, None), (21.5, None, None)]
22
20
14
10.1002_ejoc.202101306
c1ccc2c(c1)sc1c(C3CCCCC3)cc3cnccc3c21
24
24
[0.14691699 0.67890629 0.33028706 0.78828129]
[0.34685664 0.6746094 0.85609524 0.78632817]
1H NMR
500 MHz
CDCl3
9.35 (s, 1H, CHPyr), 8.79 (d, 3J = 8.2 Hz, 1H, CHAr), 8.71 (d, 3J = 6.1 Hz, 1H, CHPyr), 8.66 (d, 3J = 6.1 Hz, 1H, CHPyr), 8.02 (d, 3J = 8.0 Hz, 1H, CHAr), 7.81 (s, 1H, CHThiop), 7.62 (ddd, 3J = 8.2, 3J = 7.0, 4J = 1.2 Hz, 1H, CHAr), 7.54 (ddd, 3J = 8.0, 3J = 7.0, 3J = 1.0 Hz, 1H, CHAr), 3.00 (tt, 3J = 11.7, 3J = 3.1 Hz...
null
[('s', [], '1H', 9.35, 9.35), ('d', ['8.2Hz'], '1H', 8.79, 8.79), ('d', ['6.1Hz'], '1H', 8.71, 8.71), ('d', ['6.1Hz'], '1H', 8.66, 8.66), ('d', ['8.0Hz'], '1H', 8.02, 8.02), ('s', [], '1H', 7.81, 7.81), ('ddd', "['8.2Hz', '7.0Hz', '1.2Hz']", '1H', 7.62, 7.62), ('ddd', "['8.0Hz', '7.0Hz', '1.0Hz']", '1H', 7.54, 7.54), (...
19
12
19
10.1002_ejoc.202101306
c1ccc2c(c1)sc1c(C3CCCCC3)cc3cnccc3c21
24
24
[0.14691699 0.67890629 0.33028706 0.78828129]
[0.34685664 0.6746094 0.85609524 0.78632817]
13C NMR
126 MHz
CDCl3
153.1, 144.1 (CHPyr), 144.0 (CPyr), 142.1, 139.3, 137.0, 131.9 (CThiop), 128.0 (CAr), 125.9, 125.3, 124.6, 123.3, 122.0 (CHAr), 116.2 (CHPyr), 44.0 (CH), 33.4, 27.1, 26.4 (CH2)
null
[(153.1, None, None), (144.1, None, None), (144.0, None, None), (142.1, None, None), (139.3, None, None), (137.0, None, None), (131.9, None, None), (128.0, None, None), (125.9, None, None), (125.3, None, None), (124.6, None, None), (123.3, None, None), (122.0, None, None), (116.2, None, None), (44.0, None, None), (33.4...
21
19
18
10.1002_ejoc.202101306
Cc1ccccc1-c1cc2cnccc2c2c1sc1ccccc12
25
25
[0.14222228 0.37441408 0.30543268 0.47265629]
[0.1358706 0.37382815 0.85719987 0.78046879]
1H NMR
500 MHz
CDCl3
9.40 (br s, 1H, CHPyr), 8.85 (dt, 3J = 8.4, 4J = 0.9 Hz, 1H, CHAr), 8.80 (d, 3J = 6.1 Hz, 1H, CHPyr), 8.76 (d, 3J = 6.1 Hz, 1H, CHPyr), 7.93 (dt, 3J = 7.9, 4J = 1.0 Hz, 1H, CHAr), 7.85 (br s, 1H, CHAr), 7.65 (ddd, 3J = 8.4, 3J = 7.2, 4J = 1.3 Hz, 1H, CHAr), 7.53 (ddd, 3J = 8.1, 3J = 7.2, 4J = 1.1 Hz, 1H, CHAr), 7.46-7....
null
[('brs', [], '1H', 9.4, 9.4), ('dt', "['8.4Hz', '0.9Hz']", '1H', 8.85, 8.85), ('d', ['6.1Hz'], '1H', 8.8, 8.8), ('d', ['6.1Hz'], '1H', 8.76, 8.76), ('dt', "['7.9Hz', '1.0Hz']", '1H', 7.93, 7.93), ('brs', [], '1H', 7.85, 7.85), ('ddd', "['8.4Hz', '7.2Hz', '1.3Hz']", '1H', 7.65, 7.65), ('ddd', "['8.1Hz', '7.2Hz', '1.1Hz'...
15
13
15
10.1002_ejoc.202101306
Cc1ccccc1-c1cc2cnccc2c2c1sc1ccccc12
25
25
[0.14222228 0.37441408 0.30543268 0.47265629]
[0.1358706 0.37382815 0.85719987 0.78046879]
13C NMR
126 MHz
CDCl3
153.4 (CHPyr), 144.9 (CPyr), 144.7 (CHPyr), 140.2 (CThioph), 139.1 (CAr), 136.8, 136.7 (CThioph), 136.5(CAr), 132.5(CThioph), 130.7, 129.7, 129.0 (CHAr), 128.1 (CAr), 127.5 (CPyr), 126.2, 126.1, 126.0, 125.4, 124.6, 123.4 (CHAr), 116.3 (CHPyr), 20.0 (CH3)
null
[(153.4, None, None), (144.9, None, None), (144.7, None, None), (140.2, None, None), (139.1, None, None), (136.8, None, None), (136.7, None, None), (136.5, None, None), (132.5, None, None), (130.7, None, None), (129.7, None, None), (129.0, None, None), (128.1, None, None), (127.5, None, None), (126.2, None, None), (126...
22
22
22
10.1002_ejoc.202101306
Cc1cccc(-c2cc3cnccc3c3c2sc2ccccc23)c1
26
26
[0.14249844 0.08535157 0.3410573 0.18417969]
[0.35845537 0.0866211 0.85664758 0.19912111]
1H NMR
500 MHz
CDCl3
9.40 (s, 1H, CHPyr), 8.83 (dd, 3J = 8.2, 4J = 1.2 Hz, 1H, CHAr), 8.77 (d, 3J = 6.1 Hz, 1H, CHPyr), 8.73 (d, 3J = 6.1 Hz, 1H, CHPyr), 7.97 (dd, 3J = 8.2, 4J = 1.2 Hz, 1H, CHAr), 7.93 (s, 1H, CHAr), 7.64 (ddd, 3J = 8.2, 3J = 7.1, 4J = 1.2 Hz, 1H, CHAr), 7.59-7.57 (m, 2H, CHAr), 7.54 (ddd, 3J = 8.2, 3J = 7.1, 4J = 1.2 Hz,...
null
[('s', [], '1H', 9.4, 9.4), ('dd', "['8.2Hz', '1.2Hz']", '1H', 8.83, 8.83), ('d', ['6.1Hz'], '1H', 8.77, 8.77), ('d', ['6.1Hz'], '1H', 8.73, 8.73), ('dd', "['8.2Hz', '1.2Hz']", '1H', 7.97, 7.97), ('s', [], '1H', 7.93, 7.93), ('ddd', "['8.2Hz', '7.1Hz', '1.2Hz']", '1H', 7.64, 7.64), ('m', [], '2H', 7.59, 7.57), ('ddd', ...
15
13
15
10.1002_ejoc.202101306
Cc1cccc(-c2cc3cnccc3c3c2sc2ccccc23)c1
26
26
[0.14249844 0.08535157 0.3410573 0.18417969]
[0.35845537 0.0866211 0.85664758 0.19912111]
13C NMR
126 MHz
CDCl3
153.5, 144.7 (CHPyr), 143.6, 140.0, 139.7, 138.9, 137.3, 136.6, 132.4 (CAr), 129.6, 129.4, 129.0 (CHAr), 128.6 (CAr), 127.7 (CPyr), 126.1, 125.8, 125.8, 125.4, 124.6, 123.2 (CHAr), 116.3 (CHPyr), 21.7 (CH3)
null
[(153.5, None, None), (144.7, None, None), (143.6, None, None), (140.0, None, None), (139.7, None, None), (138.9, None, None), (137.3, None, None), (136.6, None, None), (132.4, None, None), (129.6, None, None), (129.4, None, None), (129.0, None, None), (128.6, None, None), (127.7, None, None), (126.1, None, None), (125...
22
22
22
10.1002_ejoc.202101306
Fc1ccc(-c2cc3cnccc3c3c2sc2ccccc23)cc1
26
26
[0.1557541 0.60000001 0.34299042 0.69843754]
[0.13918451 0.59687504 0.85719987 0.90703128]
1H NMR
500 MHz
CDCl3
9.43 (s, 1H, CHPyr), 8.84 (d, 3J = 8.1 Hz, 1H, CHAr), 8.82-8.70 (m, 2H, CHPyr), 7.98 (d, 3J = 8.1 Hz, 1H, CHAr), 7.91 (s, 1H, CHAr), 7.76-7.72 (m, 2H, CHAr), 7.65 (ddd, 3J = 8.1, 3J = 7.1, 4J = 1.2 Hz, 1H, CHAr), 7.55 (ddd, 3J = 8.1, 3J = 7.1, 4J = 1.2 Hz, 1H, CHAr), 7.29-7.24 (m, 2H, CHAr)
null
[('s', [], '1H', 9.43, 9.43), ('d', ['8.1Hz'], '1H', 8.84, 8.84), ('m', [], '2H', 8.82, 8.7), ('d', ['8.1Hz'], '1H', 7.98, 7.98), ('s', [], '1H', 7.91, 7.91), ('m', [], '2H', 7.76, 7.72), ('ddd', "['8.1Hz', '7.1Hz', '1.2Hz']", '1H', 7.65, 7.65), ('ddd', "['8.1Hz', '7.1Hz', '1.2Hz']", '1H', 7.55, 7.55), ('m', [], '2H', ...
12
10
12
10.1002_ejoc.202101306
Fc1ccc(-c2cc3cnccc3c3c2sc2ccccc23)cc1
26
26
[0.1557541 0.60000001 0.34299042 0.69843754]
[0.13918451 0.59687504 0.85719987 0.90703128]
19F NMR
471 MHz
CDCl3
-112.72 (s, 1F, CF)
null
[([-112.72, -112.72], 's', [])]
1
1
1
10.1002_ejoc.202101306
C(c1ccc(-c2cc3cnccc3c3c2sc2ccccc32)cc1)(F)(F)F
27
27
[0.14249844 0.25156252 0.34906593 0.35000001]
[0.36453088 0.25312501 0.85719987 0.36484377]
1H NMR
500 MHz
CDCl3
9.44 (s, 1H, CHPyr), 8.85 (dt, 3J = 8.4, 4J = 0.8 Hz, 1H, CHAr), 8.82 (br s, 1H, CHPyr), 8.75 (d, 3J = 6.0 Hz, 1H, CHPyr), 7.99 (dt, 3J = 8.1, 4J = 0.8 Hz, 1H, CHAr), 7.94 (br s, 1H, CHAr), 7.90 (d, 3J = 8.1 Hz, 2H, CHAr), 7.84 (d, 3J = 8.2 Hz, 2H, CHAr), 7.66 (ddd, 3J = 8.2, 3J = 7.1, 4J = 1.2 Hz, 1H, CHAr), 7.57 (ddd...
null
[('s', [], '1H', 9.44, 9.44), ('dt', "['8.4Hz', '0.8Hz']", '1H', 8.85, 8.85), ('brs', [], '1H', 8.82, 8.82), ('d', ['6.0Hz'], '1H', 8.75, 8.75), ('dt', "['8.1Hz', '0.8Hz']", '1H', 7.99, 7.99), ('brs', [], '1H', 7.94, 7.94), ('d', ['8.1Hz'], '2H', 7.9, 7.9), ('d', ['8.2Hz'], '2H', 7.84, 7.84), ('ddd', "['8.2Hz', '7.1Hz'...
12
10
12
10.1002_ejoc.202101306
C(c1ccc(-c2cc3cnccc3c3c2sc2ccccc32)cc1)(F)(F)F
27
27
[0.14249844 0.25156252 0.34906593 0.35000001]
[0.36453088 0.25312501 0.85719987 0.36484377]
19F NMR
471 MHz
CDCl3
-62.56 (s, 3F, CF3)
null
[(-62.56, 's', None)]
3
1
1
10.1002_ejoc.202101306
COc1ccc(-c2cc3cnccc3c3c2sc2ccccc23)cc1
28
28
[0.15547794 0.47421877 0.36756862 0.57265626]
[0.13973684 0.47265629 0.85719987 0.85703131]
13C NMR
126 MHz
CDCl3
160.1 (CAr), 153.4, 144.5 (CHPyr), 143.8, 140.0, 136.8, 136.7, 132.2 (CAr), 130.0 (CHAr), 128.5 (CAr), 127.8 (CPyr), 126.0, 125.6, 125.4, 124.6, 123.2 (CHAr), 116.3 (CHPyr), 114.5 (CHAr), 55.6 (CH3)
null
[(160.1, None, None), (153.4, None, None), (144.5, None, None), (143.8, None, None), (140.0, None, None), (136.8, None, None), (136.7, None, None), (132.2, None, None), (130.0, None, None), (128.5, None, None), (127.8, None, None), (126.0, None, None), (125.6, None, None), (125.4, None, None), (124.6, None, None), (123...
22
20
19
10.1002_ejoc.202101306
N(c1ccc(-c2cc3cnccc3c3c2sc2ccccc32)cc1)(C)C
29
29
[0.14222228 0.12460938 0.36204543 0.22246095]
[0.1386322 0.12382814 0.85719987 0.5308594 ]
13C NMR
126 MHz
CDCl3
153.3 (CHPyr), 150.7 (CAr), 144.2 (CHPyr), 144.1 (CPyr), 140.4, 137.4, 136.7 (CThioph), 131.9 (CAr), 129.5 (CHAr), 128.4, 127.9 (CAr), 127.5 (CPyr), 125.8, 125.2, 125.0, 124.5, 123.2 (CHAr), 116.2 (CHPyr), 112.4 (CHAr), 40.5 (CH3)
null
[(153.3, None, None), (150.7, None, None), (144.2, None, None), (144.1, None, None), (140.4, None, None), (137.4, None, None), (136.7, None, None), (131.9, None, None), (129.5, None, None), (128.4, None, None), (127.9, None, None), (127.5, None, None), (125.8, None, None), (125.2, None, None), (125.0, None, None), (124...
23
20
20
10.1021_acs.orglett.0c02907
c1(C=O)sc2nc3ccccc3n2c1-c1ccccc1
2
2
[0.15105939 0.66875003 0.31675524 0.76250003]
[0.14802163 0.77968751 0.85057205 0.87656256]
1H NMR
400 MHz
CDCl3
9.66 (s, 1H), 7.78-7.68 (m, 6H), 7.39-7.35 (m, 1H), 7.10-7.06 (m, 1H), 6.98-6.95 (m, 1H)
null
[('s', [], '1H', 9.66, 9.66), ('m', [], '6H', 7.78, 7.68), ('m', [], '1H', 7.39, 7.35), ('m', [], '1H', 7.1, 7.06), ('m', [], '1H', 6.98, 6.95)]
10
8
10
10.1021_acs.orglett.0c02907
c1(C=O)sc2nc3ccccc3n2c1-c1ccccc1
2
2
[0.15105939 0.66875003 0.31675524 0.76250003]
[0.14802163 0.77968751 0.85057205 0.87656256]
13C NMR
100 MHz
CDCl3
183.1, 155.9, 149.3, 143.8, 132.0, 130.2, 130.0, 129.6, 126.1, 125.9, 125.3, 121.9, 119.8, 112.2
null
[(183.1, None, None), (155.9, None, None), (149.3, None, None), (143.8, None, None), (132.0, None, None), (130.2, None, None), (130.0, None, None), (129.6, None, None), (126.1, None, None), (125.9, None, None), (125.3, None, None), (121.9, None, None), (119.8, None, None), (112.2, None, None)]
16
14
14
10.1021_acs.orglett.0c02907
C(=O)c1sc2nc3ccccc3n2c1-c1ccc(C)cc1
3
3
[0.15078323 0.15185548 0.31675524 0.26210939]
[0.1474693 0.27929689 0.84891508 0.45781253]
1H NMR
400 MHz
CDCl3
9.65 (s, 1H), 7.75 (d, J = 8.1 Hz, 1H), 7.61 (d, J = 7.8 Hz, 2H), 7.50 (d, J = 7.6 Hz, 2H), 7.35 (t, J = 7.4 Hz, 1H), 7.10-7.02 (m, 2H), 2.57 (s, 3H)
null
[('s', [], '1H', 9.65, 9.65), ('d', ['8.1Hz'], '1H', 7.75, 7.75), ('d', ['7.8Hz'], '2H', 7.61, 7.61), ('d', ['7.6Hz'], '2H', 7.5, 7.5), ('t', ['7.4Hz'], '1H', 7.35, 7.35), ('m', [], '2H', 7.1, 7.02), ('s', [], '3H', 2.57, 2.57)]
12
8
12
10.1021_acs.orglett.0c02907
C(=O)c1sc2nc3ccccc3n2c1-c1ccc(C)cc1
3
3
[0.15078323 0.15185548 0.31675524 0.26210939]
[0.1474693 0.27929689 0.84891508 0.45781253]
13C NMR
100 MHz
CDCl3
183.3, 155.9, 149.3, 144.1, 142.6, 130.2, 130.0, 125.8, 125.1, 122.8, 121.7, 119.7, 112.3, 21.8
null
[(183.3, None, None), (155.9, None, None), (149.3, None, None), (144.1, None, None), (142.6, None, None), (130.2, None, None), (130.0, None, None), (125.8, None, None), (125.1, None, None), (122.8, None, None), (121.7, None, None), (119.7, None, None), (112.3, None, None), (21.8, None, None)]
17
15
14
10.1021_acs.orglett.0c02907
COc1ccc(-c2c(C=O)sc3nc4ccccc4n23)cc1
3
3
[0.15078323 0.47226565 0.31703139 0.58945315]
[0.14802163 0.60312502 0.84946742 0.78281256]
1H NMR
400 MHz
CDCl3
9.68 (s, 1H), 7.79 (d, J = 8.2 Hz, 1H), 7.68-7.64 (m, 2H), 7.41-7.37 (m, 1H), 7.21-7.17 (m, 2H), 7.13-7.07 (m, 2H), 3.98 (s, 3H)
null
[('s', [], '1H', 9.68, 9.68), ('d', ['8.2Hz'], '1H', 7.79, 7.79), ('m', [], '2H', 7.68, 7.64), ('m', [], '1H', 7.41, 7.37), ('m', [], '2H', 7.21, 7.17), ('m', [], '2H', 7.13, 7.07), ('s', [], '3H', 3.98, 3.98)]
12
8
12
10.1021_acs.orglett.0c02907
COc1ccc(-c2c(C=O)sc3nc4ccccc4n23)cc1
3
3
[0.15078323 0.47226565 0.31703139 0.58945315]
[0.14802163 0.60312502 0.84946742 0.78281256]
13C NMR
100 MHz
CDCl3
183.4, 162.5, 156.0, 149.0, 144.1, 131.8, 130.1, 125.9, 125.3, 121.9, 119.7, 117.6, 115.1, 112.4, 55.8
null
[(183.4, None, None), (162.5, None, None), (156.0, None, None), (149.0, None, None), (144.1, None, None), (131.8, None, None), (130.1, None, None), (125.9, None, None), (125.3, None, None), (121.9, None, None), (119.7, None, None), (117.6, None, None), (115.1, None, None), (112.4, None, None), (55.8, None, None)]
17
15
15
10.1021_acs.orglett.0c02907
COc1ccccc1-c1c(C=O)sc2nc3ccccc3n12
3
4
[0.15078323 0.79843756 0.32365924 0.89218756]
[0.14802163 0.09379883 0.84946742 0.27460938]
1H NMR
400 MHz
CDCl3
9.64 (s, 1H), 7.77-7.69 (m, 2H), 7.53 (dd, J = 7.5, 1.7 Hz, 1H), 7.34 (t, J = 8.1 Hz, 1H), 7.24-7.17 (m, 2H), 7.06 (t, J = 8.0 Hz, 1H), 6.84 (d, J = 8.2 Hz, 1H), 3.75 (s, 3H)
null
[('s', [], '1H', 9.64, 9.64), ('m', [], '2H', 7.77, 7.69), ('dd', ['7.5Hz', '1.7Hz'], '1H', 7.53, 7.53), ('t', ['8.1Hz'], '1H', 7.34, 7.34), ('m', [], '2H', 7.24, 7.17), ('t', ['8.0Hz'], '1H', 7.06, 7.06), ('d', ['8.2Hz'], '1H', 6.84, 6.84), ('s', [], '3H', 3.75, 3.75)]
12
10
12
10.1021_acs.orglett.0c02907
COc1ccccc1-c1c(C=O)sc2nc3ccccc3n12
3
4
[0.15078323 0.79843756 0.32365924 0.89218756]
[0.14802163 0.09379883 0.84946742 0.27460938]
13C NMR
100 MHz
CDCl3
183.3, 158.2, 156.0, 149.2, 141.3, 133.8, 132.5, 130.5, 126.1, 124.9, 121.8, 121.3, 119.6, 114.8, 111.9, 111.7, 55.8
null
[(183.3, None, None), (158.2, None, None), (156.0, None, None), (149.2, None, None), (141.3, None, None), (133.8, None, None), (132.5, None, None), (130.5, None, None), (126.1, None, None), (124.9, None, None), (121.8, None, None), (121.3, None, None), (119.6, None, None), (114.8, None, None), (111.9, None, None), (111...
17
17
17
10.1021_acs.orglett.0c02907
c1(C=O)sc2nc3ccccc3n2c1-c1ccc(Cl)cc1
4
4
[0.15105939 0.63984379 0.31675524 0.75546881]
[0.1474693 0.77070317 0.84836274 0.89531253]
1H NMR
400 MHz
CDCl3
9.66 (s, 1H), 7.79 (d, J = 8.2 Hz, 1H), 7.72-7.67 (m, 4H), 7.42-7.38 (m, 1H), 7.14-7.10 (m, 1H), 6.99 (d, J = 8.1 Hz, 1H)
null
[('s', [], '1H', 9.66, 9.66), ('d', ['8.2Hz'], '1H', 7.79, 7.79), ('m', [], '4H', 7.72, 7.67), ('m', [], '1H', 7.42, 7.38), ('m', [], '1H', 7.14, 7.1), ('d', ['8.1Hz'], '1H', 6.99, 6.99)]
9
7
9
10.1021_acs.orglett.0c02907
c1(C=O)sc2nc3ccccc3n2c1-c1ccc(Cl)cc1
4
4
[0.15105939 0.63984379 0.31675524 0.75546881]
[0.1474693 0.77070317 0.84836274 0.89531253]
13C NMR
100 MHz
CDCl3
182.7, 155.8, 149.3, 142.3, 138.7, 131.5, 130.1, 129.9, 126.6, 125.5, 124.3, 122.1, 120.0, 112.1
null
[(182.7, None, None), (155.8, None, None), (149.3, None, None), (142.3, None, None), (138.7, None, None), (131.5, None, None), (130.1, None, None), (129.9, None, None), (126.6, None, None), (125.5, None, None), (124.3, None, None), (122.1, None, None), (120.0, None, None), (112.1, None, None)]
16
14
14
10.1021_acs.orglett.0c02907
c1(C=O)sc2nc3ccccc3n2c1-c1ccc(Br)cc1
5
5
[0.15078323 0.14902344 0.31675524 0.26386719]
[0.14857395 0.27929689 0.85112439 0.45976565]
1H NMR
400 MHz
CDCl3
9.66 (s, 1H), 7.88-7.84 (m, 2H), 7.79 (d, J = 8.2 Hz, 1H), 7.63-7.60 (m, 2H), 7.42-7.37 (m, 1H), 7.14-7.10 (m, 1H), 6.99 (d, J = 8.3 Hz, 1H)
null
[('s', [], '1H', 9.66, 9.66), ('m', [], '2H', 7.88, 7.84), ('d', ['8.2Hz'], '1H', 7.79, 7.79), ('m', [], '2H', 7.63, 7.6), ('m', [], '1H', 7.42, 7.37), ('m', [], '1H', 7.14, 7.1), ('d', ['8.3Hz'], '1H', 6.99, 6.99)]
9
7
9
10.1021_acs.orglett.0c02907
c1(C=O)sc2nc3ccccc3n2c1-c1ccc(Br)cc1
5
5
[0.15078323 0.14902344 0.31675524 0.26386719]
[0.14857395 0.27929689 0.85112439 0.45976565]
13C NMR
100 MHz
CDCl3
182.7, 155.8, 149.2, 142.3, 133.1, 131.6, 129.9, 126.9, 126.6, 125.5, 124.8, 122.1, 120.0, 112.1
null
[(182.7, None, None), (155.8, None, None), (149.2, None, None), (142.3, None, None), (133.1, None, None), (131.6, None, None), (129.9, None, None), (126.9, None, None), (126.6, None, None), (125.5, None, None), (124.8, None, None), (122.1, None, None), (120.0, None, None), (112.1, None, None)]
16
14
14
10.1021_acs.orglett.0c02907
c1(C=O)sc2nc3ccccc3n2c1-c1cccc(Cl)c1
5
5
[0.15078323 0.47265629 0.31703139 0.57031254]
[0.1474693 0.58476565 0.85057205 0.76367195]
1H NMR
400 MHz
CDCl3
9.66 (s, 1H), 7.77-7.72 (m, 3H), 7.69-7.63 (m, 2H), 7.40-7.36 (m, 1H), 7.13-7.09 (m, 1H), 6.96 (d, J = 8.2 Hz, 1H)
null
[('s', [], '1H', 9.66, 9.66), ('m', [], '3H', 7.77, 7.72), ('m', [], '2H', 7.69, 7.63), ('m', [], '1H', 7.4, 7.36), ('m', [], '1H', 7.13, 7.09), ('d', ['8.2Hz'], '1H', 6.96, 6.96)]
9
9
9
10.1021_acs.orglett.0c02907
c1(C=O)sc2nc3ccccc3n2c1-c1cccc(Cl)c1
5
5
[0.15078323 0.47265629 0.31703139 0.57031254]
[0.1474693 0.58476565 0.85057205 0.76367195]
13C NMR
100 MHz
CDCl3
182.6, 155.6, 149.3, 141.7, 135.8, 132.2, 131.0, 130.1, 129.8, 128.3, 127.6, 126.6, 125.4, 122.0, 120.0, 112.0
null
[(182.6, None, None), (155.6, None, None), (149.3, None, None), (141.7, None, None), (135.8, None, None), (132.2, None, None), (131.0, None, None), (130.1, None, None), (129.8, None, None), (128.3, None, None), (127.6, None, None), (126.6, None, None), (125.4, None, None), (122.0, None, None), (120.0, None, None), (112...
16
16
16
10.1021_acs.orglett.0c02907
c1(C=O)sc2nc3ccccc3n2c1-c1ccccc1Cl
5
5
[0.15050707 0.78046879 0.31675524 0.87421879]
[0.20767213 0.89062507 0.73789885 0.90625007]
1H NMR
400 MHz
CDCl3
9.60 (s, 1H), 7.77 (d, J = 8.2 Hz, 1H), 7.75-7.70 (m, 2H), 7.68-7.66 (m, 1H), 7.62-7.58 (m, 1H), 7.39-7.35 (m, 1H), 7.11-7.07 (m, 1H), 6.72 (d, J = 8.2 Hz, 1H)
null
[('s', [], '1H', 9.6, 9.6), ('d', ['8.2Hz'], '1H', 7.77, 7.77), ('m', [], '2H', 7.75, 7.7), ('m', [], '1H', 7.68, 7.66), ('m', [], '1H', 7.62, 7.58), ('m', [], '1H', 7.39, 7.35), ('m', [], '1H', 7.11, 7.07), ('d', ['8.2Hz'], '1H', 6.72, 6.72)]
9
9
9
10.1021_acs.orglett.0c02907
c1(C=O)sc2nc3ccccc3n2c1-c1ccccc1Cl
5
5
[0.15050707 0.78046879 0.31675524 0.87421879]
[0.20767213 0.89062507 0.73789885 0.90625007]
13C NMR
100 MHz
CDCl3
182.3, 155.4, 149.1, 140.1, 135.0, 133.4, 132.5, 130.9, 129.9, 127.9, 126.8, 125.5, 125.2, 122.1, 119.7, 111.6
null
[(182.3, None, None), (155.4, None, None), (149.1, None, None), (140.1, None, None), (135.0, None, None), (133.4, None, None), (132.5, None, None), (130.9, None, None), (129.9, None, None), (127.9, None, None), (126.8, None, None), (125.5, None, None), (125.2, None, None), (122.1, None, None), (119.7, None, None), (111...
16
16
16
10.1021_acs.orglett.0c02907
c1(C=O)sc2nc3ccccc3n2c1-c1ccco1
7
7
[0.15105939 0.14570313 0.31675524 0.23046877]
[0.1474693 0.24218752 0.84891508 0.42265628]
1H NMR
400 MHz
CDCl3
9.93 (s, 1H), 7.90 (d, J = 1.6 Hz, 1H), 7.78 (d, J = 8.2 Hz, 1H), 7.50 (d, J = 8.3 Hz, 1H), 7.42 (t, J = 8.1 Hz, 1H), 7.23 (t, J = 8.2 Hz, 1H), 7.14 (d, J = 3.5 Hz, 1H), 6.81 (dd, J = 3.4, 1.8 Hz, 1H)
null
[('s', [], '1H', 9.93, 9.93), ('d', ['1.6Hz'], '1H', 7.9, 7.9), ('d', ['8.2Hz'], '1H', 7.78, 7.78), ('d', ['8.3Hz'], '1H', 7.5, 7.5), ('t', ['8.1Hz'], '1H', 7.42, 7.42), ('t', ['8.2Hz'], '1H', 7.23, 7.23), ('d', ['3.5Hz'], '1H', 7.14, 7.14), ('dd', ['3.4Hz', '1.8Hz'], '1H', 6.81, 6.81)]
8
8
8
10.1021_acs.orglett.0c02907
c1(C=O)sc2nc3ccccc3n2c1-c1ccco1
7
7
[0.15105939 0.14570313 0.31675524 0.23046877]
[0.1474693 0.24218752 0.84891508 0.42265628]
13C NMR
100 MHz
CDCl3
182.9, 155.4, 149.2, 146.2, 139.2, 132.4, 130.1, 127.6, 125.4, 122.2, 119.8, 117.8, 112.8, 112.7
null
[(182.9, None, None), (155.4, None, None), (149.2, None, None), (146.2, None, None), (139.2, None, None), (132.4, None, None), (130.1, None, None), (127.6, None, None), (125.4, None, None), (122.2, None, None), (119.8, None, None), (117.8, None, None), (112.8, None, None), (112.7, None, None)]
14
14
14
10.1021_acs.orglett.0c02907
O(c1ccc2c(c1)nc1sc(C=O)c(-c3ccccc3)n12)C(F)F
8
8
[0.15216403 0.65078126 0.38800446 0.74375006]
[0.14802163 0.77070317 0.84836274 0.91406257]
1H NMR
400 MHz
CDCl3
9.66 (s, 1H), 7.78-7.71 (m, 5H), 7.52 (d, J = 2.2 Hz, 1H), 6.93 (d, J = 8.9 Hz, 1H), 6.88 (dd, J = 8.9, 2.2 Hz, 1H), 6.52 (t, J = 73.8 Hz, 1H)
null
[('s', [], '1H', 9.66, 9.66), ('m', [], '5H', 7.78, 7.71), ('d', ['2.2Hz'], '1H', 7.52, 7.52), ('d', ['8.9Hz'], '1H', 6.93, 6.93), ('dd', ['8.9Hz', '2.2Hz'], '1H', 6.88, 6.88), ('t', ['73.8Hz'], '1H', 6.52, 6.52)]
10
8
10
10.1021_acs.orglett.0c02907
O(c1ccc2c(c1)nc1sc(C=O)c(-c3ccccc3)n12)C(F)F
8
8
[0.15216403 0.65078126 0.38800446 0.74375006]
[0.14802163 0.77070317 0.84836274 0.91406257]
13C NMR
100 MHz
CDCl3
183.1, 157.3, 150.1, 148.7 (t, J = 3.0 Hz), 143.4, 132.2, 130.1, 129.8, 127.7, 126.4, 125.7, 116.1 (t, J = 260.0 Hz), 114.6, 112.7, 110.8
null
[(183.1, None, None), (157.3, None, None), (150.1, None, None), (148.7, 't', 3.0), (143.4, None, None), (132.2, None, None), (130.1, None, None), (129.8, None, None), (127.7, None, None), (126.4, None, None), (125.7, None, None), (116.1, 't', 260.0), (114.6, None, None), (112.7, None, None), (110.8, None, None)]
17
15
15
10.1021_acs.orglett.0c02907
c1(C=O)sc2nc3cc(Cl)c(Cl)cc3n2c1-c1ccccc1
10
10
[0.15133554 0.09555664 0.35458912 0.18808594]
[0.14802163 0.20507814 0.85057205 0.35664063]
1H NMR
400 MHz
CDCl3
9.68 (s, 1H), 7.87 (s, 1H), 7.82-7.73 (m, 5H), 7.06 (s, 1H)
null
[('s', [], '1H', 9.68, 9.68), ('s', [], '1H', 7.87, 7.87), ('m', [], '5H', 7.82, 7.73), ('s', [], '1H', 7.06, 7.06)]
8
6
8
10.1021_acs.orglett.0c02907
c1(C=O)sc2nc3cc(Cl)c(Cl)cc3n2c1-c1ccccc1
10
10
[0.15133554 0.09555664 0.35458912 0.18808594]
[0.14802163 0.20507814 0.85057205 0.35664063]
13C NMR
100 MHz
CDCl3
183.0, 157.7, 148.4, 143.1, 132.6, 130.1, 130.0, 129.6, 127.0, 125.9, 125.2, 120.9, 113.4
null
[(183.0, None, None), (157.7, None, None), (148.4, None, None), (143.1, None, None), (132.6, None, None), (130.1, None, None), (130.0, None, None), (129.6, None, None), (127.0, None, None), (125.9, None, None), (125.2, None, None), (120.9, None, None), (113.4, None, None)]
16
14
13
10.1021_acs.orglett.0c02907
c1(C)cc2nc3sc(C=O)c(-c4ccccc4)n3c2cc1C
10
10
[0.15133554 0.37343751 0.35900769 0.46640627]
[0.1474693 0.48281251 0.84836274 0.63593754]
1H NMR
400 MHz
CDCl3
9.63 (s, 1H), 7.77-7.67 (m, 5H), 7.51 (s, 1H), 6.71 (s, 1H), 2.34 (s, 3H), 2.20 (s, 3H)
null
[('s', [], '1H', 9.63, 9.63), ('m', [], '5H', 7.77, 7.67), ('s', [], '1H', 7.51, 7.51), ('s', [], '1H', 6.71, 6.71), ('s', [], '3H', 2.34, 2.34), ('s', [], '3H', 2.2, 2.2)]
14
8
14
10.1021_acs.orglett.0c02907
c1(C)cc2nc3sc(C=O)c(-c4ccccc4)n3c2cc1C
10
10
[0.15133554 0.37343751 0.35900769 0.46640627]
[0.1474693 0.48281251 0.84836274 0.63593754]
13C NMR
100 MHz
CDCl3
183.2, 155.0, 148.0, 143.8, 134.4, 131.9, 130.9, 130.2, 129.5, 128.4, 126.1, 125.6, 119.9, 112.5, 20.6, 20.5
null
[(183.2, None, None), (155.0, None, None), (148.0, None, None), (143.8, None, None), (134.4, None, None), (131.9, None, None), (130.9, None, None), (130.2, None, None), (129.5, None, None), (128.4, None, None), (126.1, None, None), (125.6, None, None), (119.9, None, None), (112.5, None, None), (20.6, None, None), (20.5...
18
16
16
10.1021_acs.orglett.0c02907
c1(C=O)sc2nccn2c1-c1ccccc1
10
10
[0.15133554 0.65078126 0.27698822 0.74375006]
[0.14802163 0.76015626 0.85057205 0.88671882]
1H NMR
400 MHz
CDCl3
9.81 (s, 1H), 7.70-7.63 (m, 5H), 7.47 (d, J = 1.5 Hz, 1H), 7.44 (d, J = 1.5 Hz, 1H)
null
[('s', [], '1H', 9.81, 9.81), ('m', [], '5H', 7.7, 7.63), ('d', ['1.5Hz'], '1H', 7.47, 7.47), ('d', ['1.5Hz'], '1H', 7.44, 7.44)]
8
6
8
10.1021_acs.orglett.0c02907
c1(C=O)sc2nccn2c1-c1ccccc1
10
10
[0.15133554 0.65078126 0.27698822 0.74375006]
[0.14802163 0.76015626 0.85057205 0.88671882]
13C NMR
100 MHz
CDCl3
183.7, 149.4, 141.6, 137.1, 131.8, 129.8, 129.6, 128.2, 126.9, 112.3
null
[(183.7, None, None), (149.4, None, None), (141.6, None, None), (137.1, None, None), (131.8, None, None), (129.8, None, None), (129.6, None, None), (128.2, None, None), (126.9, None, None), (112.3, None, None)]
12
10
10
10.1021_acs.orglett.0c02907
c1(-c2ccccc2)nc2sc(C=O)c(-c3ccccc3)n2c1-c1ccccc1
11
11
[0.1516117 0.09545899 0.31537444 0.18808594]
[0.1474693 0.2046875 0.84836274 0.35781251]
1H NMR
400 MHz
CDCl3
9.57 (s, 1H), 7.50-7.48 (m, 2H), 7.30-7.08 (m, 9H), 7.04-7.00 (m, 2H), 6.95-6.93 (m, 2H)
null
[('s', [], '1H', 9.57, 9.57), ('m', [], '2H', 7.5, 7.48), ('m', [], '9H', 7.3, 7.08), ('m', [], '2H', 7.04, 7.0), ('m', [], '2H', 6.95, 6.93)]
16
10
16
10.1021_acs.orglett.0c02907
c1(-c2ccccc2)nc2sc(C=O)c(-c3ccccc3)n2c1-c1ccccc1
11
11
[0.1516117 0.09545899 0.31537444 0.18808594]
[0.1474693 0.2046875 0.84836274 0.35781251]
13C NMR
100 MHz
CDCl3
183.9, 149.4, 146.0, 143.6, 133.6, 131.0, 130.3, 130.2, 129.1, 128.4, 128.4, 128.2, 128.0, 127.7
null
[(183.9, None, None), (149.4, None, None), (146.0, None, None), (143.6, None, None), (133.6, None, None), (131.0, None, None), (130.3, None, None), (130.2, None, None), (129.1, None, None), (128.4, None, None), (128.4, None, None), (128.2, None, None), (128.0, None, None), (127.7, None, None)]
24
18
14
10.1021_acs.orglett.0c02907
c1(C=O)sc2nc3ccccc3c(=O)n2c1-c1ccccc1
11
11
[0.15133554 0.36718754 0.32835395 0.45234376]
[0.14802163 0.46484379 0.85057205 0.61796878]
1H NMR
400 MHz
CDCl3
9.54 (s, 1H), 8.18 (dd, J = 8.1, 1.3 Hz, 1H), 7.81-7.76 (m, 1H), 7.64-7.52 (m, 6H), 7.43-7.39 (m, 1H)
null
[('s', [], '1H', 9.54, 9.54), ('dd', ['8.1Hz', '1.3Hz'], '1H', 8.18, 8.18), ('m', [], '1H', 7.81, 7.76), ('m', [], '6H', 7.64, 7.52), ('m', [], '1H', 7.43, 7.39)]
10
8
10
10.1021_acs.orglett.0c02907
c1(C=O)sc2nc3ccccc3c(=O)n2c1-c1ccccc1
11
11
[0.15133554 0.36718754 0.32835395 0.45234376]
[0.14802163 0.46484379 0.85057205 0.61796878]
13C NMR
100 MHz
CDCl3
183.8, 159.9, 156.9, 147.4, 147.2, 135.8, 130.6, 130.0, 128.3, 128.2, 127.5, 126.2, 126.1, 124.4, 117.8
null
[(183.8, None, None), (159.9, None, None), (156.9, None, None), (147.4, None, None), (147.2, None, None), (135.8, None, None), (130.6, None, None), (130.0, None, None), (128.3, None, None), (128.2, None, None), (127.5, None, None), (126.2, None, None), (126.1, None, None), (124.4, None, None), (117.8, None, None)]
17
15
15
10.1021_acs.orglett.0c02907
COc1ccc2nc3sc(C=O)c(-c4ccccc4)n3c2n1
11
11
[0.15202594 0.6328125 0.36287391 0.72500001]
[0.14802163 0.74218757 0.84946742 0.89531253]
1H NMR
400 MHz
CDCl3
9.80 (s, 1H), 7.93 (d, J = 8.4 Hz, 1H), 7.86 (d, J = 7.3 Hz, 2H), 7.68-7.59 (m, 3H), 6.80 (d, J = 8.2 Hz, 1H), 3.63 (s, 3H)
null
[('s', [], '1H', 9.8, 9.8), ('d', ['8.4Hz'], '1H', 7.93, 7.93), ('d', ['7.3Hz'], '2H', 7.86, 7.86), ('m', [], '3H', 7.68, 7.59), ('d', ['8.2Hz'], '1H', 6.8, 6.8), ('s', [], '3H', 3.63, 3.63)]
11
7
11
10.1021_acs.orglett.0c02907
COc1ccc2nc3sc(C=O)c(-c4ccccc4)n3c2n1
11
11
[0.15202594 0.6328125 0.36287391 0.72500001]
[0.14802163 0.74218757 0.84946742 0.89531253]
13C NMR
100 MHz
CDCl3
183.9, 159.6, 143.8, 141.2, 136.2, 131.6, 131.5, 130.2, 128.3, 126.6, 125.2, 109.1, 53.9
null
[(183.9, None, None), (159.6, None, None), (143.8, None, None), (141.2, None, None), (136.2, None, None), (131.6, None, None), (131.5, None, None), (130.2, None, None), (128.3, None, None), (126.6, None, None), (125.2, None, None), (109.1, None, None), (53.9, None, None)]
16
14
13
10.1021_acs.orglett.0c02907
COc1ccc2c(n1)nc1sc(C=O)c(-c3ccccc3)n12
12
12
[0.15216403 0.11835938 0.36315008 0.21953126]
[0.14802163 0.23242189 0.84836274 0.3855469 ]
1H NMR
400 MHz
CDCl3
9.70 (s, 1H), 7.79-7.70 (m, 5H), 7.21 (d, J = 8.8 Hz, 1H), 6.49 (d, J = 8.8 Hz, 1H), 4.02 (s, 3H)
null
[('s', [], '1H', 9.7, 9.7), ('m', [], '5H', 7.79, 7.7), ('d', ['8.8Hz'], '1H', 7.21, 7.21), ('d', ['8.8Hz'], '1H', 6.49, 6.49), ('s', [], '3H', 4.02, 4.02)]
11
7
11
10.1021_acs.orglett.0c02907
COc1ccc2c(n1)nc1sc(C=O)c(-c3ccccc3)n12
12
12
[0.15216403 0.11835938 0.36315008 0.21953126]
[0.14802163 0.23242189 0.84836274 0.3855469 ]
13C NMR
100 MHz
CDCl3
182.9, 162.7, 158.5, 156.5, 143.3, 132.2, 130.1, 129.8, 125.9, 125.7, 122.6, 117.8, 105.2, 54.1
null
[(182.9, None, None), (162.7, None, None), (158.5, None, None), (156.5, None, None), (143.3, None, None), (132.2, None, None), (130.1, None, None), (129.8, None, None), (125.9, None, None), (125.7, None, None), (122.6, None, None), (117.8, None, None), (105.2, None, None), (54.1, None, None)]
16
14
14
10.1021_acs.orglett.0c02907
C(C=O)(=Cc1ccccc1)Sc1ncccn1
12
12
[0.15078323 0.39726565 0.31206053 0.45976565]
[0.14691699 0.47421877 0.84836274 0.62734376]
1H NMR
400 MHz
CDCl3
9.67 (s, 1H), 8.48 (d, J = 4.8 Hz, 2H), 7.98 (s, 1H), 7.92-7.89 (m, 2H), 7.45-7.41 (m, 3H), 7.00 (t, J = 4.8 Hz, 1H)
null
[('s', [], '1H', 9.67, 9.67), ('d', ['4.8Hz'], '2H', 8.48, 8.48), ('s', [], '1H', 7.98, 7.98), ('m', [], '2H', 7.92, 7.89), ('m', [], '3H', 7.45, 7.41), ('t', ['4.8Hz'], '1H', 7.0, 7.0)]
10
7
10
10.1021_acs.orglett.0c02907
C(C=O)(=Cc1ccccc1)Sc1ncccn1
12
12
[0.15078323 0.39726565 0.31206053 0.45976565]
[0.14691699 0.47421877 0.84836274 0.62734376]
13C NMR
100 MHz
CDCl3
190.2, 170.2, 157.7, 151.4, 133.6, 131.4, 131.2, 130.5, 128.8, 117.6
null
[(190.2, None, None), (170.2, None, None), (157.7, None, None), (151.4, None, None), (133.6, None, None), (131.4, None, None), (131.2, None, None), (130.5, None, None), (128.8, None, None), (117.6, None, None)]
13
10
10
10.1021_acs.orglett.0c02907
N(=Cc1sc2nc3ccccc3n2c1-c1ccccc1)c1ccccc1
12
12
[0.15105939 0.63671875 0.33001091 0.70390628]
[0.14802163 0.72812506 0.84836274 0.89531253]
1H NMR
400 MHz
CDCl3
8.31 (s, 1H), 7.77 (d, J = 8.2 Hz, 1H), 7.72-7.65 (m, 5H), 7.36-7.31 (m, 3H), 7.21 (t, J = 7.4 Hz, 1H), 7.16-7.14 (m, 2H), 7.04 (t, J = 7.4 Hz, 1H), 6.94 (d, J = 8.2 Hz, 1H)
null
[('s', [], '1H', 8.31, 8.31), ('d', ['8.2Hz'], '1H', 7.77, 7.77), ('m', [], '5H', 7.72, 7.65), ('m', [], '3H', 7.36, 7.31), ('t', ['7.4Hz'], '1H', 7.21, 7.21), ('m', [], '2H', 7.16, 7.14), ('t', ['7.4Hz'], '1H', 7.04, 7.04), ('d', ['8.2Hz'], '1H', 6.94, 6.94)]
15
11
15
10.1021_acs.orglett.0c02907
N(=Cc1sc2nc3ccccc3n2c1-c1ccccc1)c1ccccc1
12
12
[0.15105939 0.63671875 0.33001091 0.70390628]
[0.14802163 0.72812506 0.84836274 0.89531253]
13C NMR
100 MHz
CDCl3
150.8, 150.7, 137.4, 131.3, 130.3, 129.5, 129.3, 127.3, 126.8, 125.7, 124.3, 121.3, 121.2, 119.6, 111.8
null
[(150.8, None, None), (150.7, None, None), (137.4, None, None), (131.3, None, None), (130.3, None, None), (129.5, None, None), (129.3, None, None), (127.3, None, None), (126.8, None, None), (125.7, None, None), (124.3, None, None), (121.3, None, None), (121.2, None, None), (119.6, None, None), (111.8, None, None)]
22
18
15
10.1021_acs.orglett.0c02907
C(C#N)(=Cc1sc2nc3ccccc3n2c1-c1ccccc1)C(=O)OCC
13
13
[0.15105939 0.08979493 0.36425471 0.15703126]
[0.14857395 0.17246094 0.85112439 0.37441408]
1H NMR
400 MHz
CDCl3
8.06 (s, 1H), 7.80-7.69 (m, 4H), 7.61-7.59 (m, 2H), 7.37 (t, J = 8.2 Hz, 1H), 7.07 (t, J = 8.2 Hz, 1H), 6.86 (d, J = 8.2 Hz, 1H), 4.31 (q, J = 7.1 Hz, 2H), 1.34 (t, J = 7.1 Hz, 3H)
null
[('s', [], '1H', 8.06, 8.06), ('m', [], '4H', 7.8, 7.69), ('m', [], '2H', 7.61, 7.59), ('t', ['8.2Hz'], '1H', 7.37, 7.37), ('t', ['8.2Hz'], '1H', 7.07, 7.07), ('d', ['8.2Hz'], '1H', 6.86, 6.86), ('q', ['7.1Hz'], '2H', 4.31, 4.31), ('t', ['7.1Hz'], '3H', 1.34, 1.34)]
15
10
15
10.1021_acs.orglett.0c02907
C(C#N)(=Cc1sc2nc3ccccc3n2c1-c1ccccc1)C(=O)OCC
13
13
[0.15105939 0.08979493 0.36425471 0.15703126]
[0.14857395 0.17246094 0.85112439 0.37441408]
13C NMR
100 MHz
CDCl3
162.4, 155.4, 149.1, 145.1, 142.8, 132.2, 130.3, 129.8, 129.6, 126.3, 125.6, 122.1, 120.0, 119.0, 115.3, 112.3, 100.6, 62.9, 14.3
null
[(162.4, None, None), (155.4, None, None), (149.1, None, None), (145.1, None, None), (142.8, None, None), (132.2, None, None), (130.3, None, None), (129.8, None, None), (129.6, None, None), (126.3, None, None), (125.6, None, None), (122.1, None, None), (120.0, None, None), (119.0, None, None), (115.3, None, None), (112...
21
19
19
10.1021_acs.orglett.1c03206
C(/C=C(\CC#CC(=O)OCC)C(=O)OC)CCC
2
2
[0.15078323 0.19902345 0.30626117 0.24863283]
[0.14857395 0.26132815 0.84946742 0.33007812]
1H NMR
400 MHz
CDCl3
6.95 (t, J = 7.6 Hz, 1H), 4.20 (q, J = 7.1 Hz, 2H), 3.78 (s, 3H), 3.37 (s, 2H), 2.27 (q, J = 7.3 Hz, 2H), 1.53-1.43 (m, 2H), 1.42-1.33 (m, 2H), 1.29 (t, J = 7.1 Hz, 3H), 0.93 (t, J = 7.2 Hz, 3H)
null
[('t', ['7.6Hz'], '1H', 6.95, 6.95), ('q', ['7.1Hz'], '2H', 4.2, 4.2), ('s', [], '3H', 3.78, 3.78), ('s', [], '2H', 3.37, 3.37), ('q', ['7.3Hz'], '2H', 2.27, 2.27), ('m', [], '2H', 1.53, 1.43), ('m', [], '2H', 1.42, 1.33), ('t', ['7.1Hz'], '3H', 1.29, 1.29), ('t', ['7.2Hz'], '3H', 0.93, 0.93)]
20
9
20
10.1021_acs.orglett.1c03206
C(/C=C(\CC#CC(=O)OCC)C(=O)OC)CCC
2
2
[0.15078323 0.19902345 0.30626117 0.24863283]
[0.14857395 0.26132815 0.84946742 0.33007812]
13C NMR
100 MHz
CDCl3
166.8, 153.8, 146.7, 125.4, 85.9, 72.7, 61.9, 52.2, 30.5, 28.9, 22.5, 16.6, 14.1, 14.0
null
[(166.8, None, None), (153.8, None, None), (146.7, None, None), (125.4, None, None), (85.9, None, None), (72.7, None, None), (61.9, None, None), (52.2, None, None), (30.5, None, None), (28.9, None, None), (22.5, None, None), (16.6, None, None), (14.1, None, None), (14.0, None, None)]
14
14
14