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11 values
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stringlengths
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244
10.1002_adsc.202300659
O=C(N[C@@H](c1oc2ccccc2c(=O)c1O)c1cccc2ccccc12)OCc1ccccc1
8
8
[0.14249844 0.50625001 0.31924067 0.61406253]
[0.14028915 0.65625 0.92900141 0.86640629]
1H NMR
300 MHz
CDCl3
8.42-8.39 (d, J = 7.9 Hz, 1H), 8.22-8.19 (d, J = 7.8 Hz, 1H), 7.91-7.84 (dd, J = 12.4, 8.5 Hz, 2H), 7.66-7.52 (m, 4H), 7.47-7.24 (m, 8H), 7.15-7.12 (d, J = 8.6 Hz, 1H), 6.79 (brs, 1H), 6.16-6.13 (d, J = 8.6 Hz, 1H), 5.19 (s, 2H)
null
[('d', ['7.9Hz'], '1H', 8.42, 8.39), ('d', ['7.8Hz'], '1H', 8.22, 8.19), ('dd', ['12.4Hz', '8.5Hz'], '2H', 7.91, 7.84), ('m', [], '4H', 7.66, 7.52), ('m', [], '8H', 7.47, 7.24), ('d', ['8.6Hz'], '1H', 7.15, 7.12), ('brs', [], '1H', 6.79, 6.79), ('d', ['8.6Hz'], '1H', 6.16, 6.13), ('s', [], '2H', 5.19, 5.19)]
21
18
21
10.1002_adsc.202300659
O=C(N[C@@H](c1oc2ccccc2c(=O)c1O)c1cccc2ccccc12)OCc1ccccc1
8
8
[0.14249844 0.50625001 0.31924067 0.61406253]
[0.14028915 0.65625 0.92900141 0.86640629]
13C NMR
75 MHz
CDCl3
173.1, 155.5, 147.8, 138.0, 136.1, 134.0, 133.6, 133.4, 130.9, 129.4, 128.9, 128.5, 128.2, 127.0, 126.2, 125.6, 125.2, 124.7, 123.3, 121.3, 118.3, 67.4, 50.8
null
[(173.1, None, None), (155.5, None, None), (147.8, None, None), (138.0, None, None), (136.1, None, None), (134.0, None, None), (133.6, None, None), (133.4, None, None), (130.9, None, None), (129.4, None, None), (128.9, None, None), (128.5, None, None), (128.2, None, None), (127.0, None, None), (126.2, None, None), (125...
28
26
23
10.1002_adsc.202300659
O=C(N[C@@H](c1oc2ccccc2c(=O)c1O)C12CC3CC(CC(C3)C1)C2)OCc1ccccc1
9
9
[0.14249844 0.07060547 0.31868836 0.18603517]
[0.14028915 0.21328126 0.92789673 0.42304688]
1H NMR
300 MHz
CDCl3
8.25-8.22 (d, J = 8.0 Hz, 1H), 7.58-7.53 (t, J = 6.6 Hz, 1H), 7.44-7.37 (m, 5H), 7.21 (brs, 2H), 5.47-5.44 (d, J = 11.1 Hz, 1H), 4.81 (s, 2H), 4.56-4.52 (d, J = 11.1 Hz, 1H), 2.07 (brs, 3H), 2.00 (brs, 6H), 1.74 (brs, 6H)
null
[('d', ['8.0Hz'], '1H', 8.25, 8.22), ('t', ['6.6Hz'], '1H', 7.58, 7.53), ('m', [], '5H', 7.44, 7.37), ('brs', [], '2H', 7.21, 7.21), ('d', ['11.1Hz'], '1H', 5.47, 5.44), ('s', [], '2H', 4.81, 4.81), ('d', ['11.1Hz'], '1H', 4.56, 4.52), ('brs', [], '3H', 2.07, 2.07), ('brs', [], '6H', 2.0, 2.0), ('brs', [], '6H', 1.74, ...
29
14
28
10.1002_adsc.202300659
O=C(N[C@@H](c1oc2ccccc2c(=O)c1O)C12CC3CC(CC(C3)C1)C2)OCc1ccccc1
9
9
[0.14249844 0.07060547 0.31868836 0.18603517]
[0.14028915 0.21328126 0.92789673 0.42304688]
13C NMR
75 MHz
CDCl3
175.8, 155.0, 139.1, 135.6, 133.5, 128.9, 128.7, 128.6, 128.4, 128.2, 77.9, 67.4, 39.3, 38.9, 36.5, 28.2
null
[(175.8, None, None), (155.0, None, None), (139.1, None, None), (135.6, None, None), (133.5, None, None), (128.9, None, None), (128.7, None, None), (128.6, None, None), (128.4, None, None), (128.2, None, None), (77.9, None, None), (67.4, None, None), (39.3, None, None), (38.9, None, None), (36.5, None, None), (28.2, No...
28
20
16
10.1002_adsc.202300659
O=C(N[C@@H](c1ccccc1)c1oc2ccc(Br)cc2c(=O)c1O)OCc1ccccc1
10
10
[0.14415539 0.46210938 0.35182752 0.57070314]
[0.14084148 0.59843753 0.92734449 0.80781254]
1H NMR
300 MHz
DMSO-d6
9.65 (s, 1H), 8.62-8.59 (d, J = 8.5 Hz, 1H), 8.18-8.13 (m, 1H), 7.89-7.85 (dd, J = 8.9, 1.8 Hz, 1H), 7.54-7.51 (d, J = 9.0 Hz, 1H), 7.47-7.18 (m, 10H), 6.39-6.36 (d, J = 8.5 Hz, 1H), 5.09 (s, 2H)
null
[('s', [], '1H', 9.65, 9.65), ('d', ['8.5Hz'], '1H', 8.62, 8.59), ('m', [], '1H', 8.18, 8.13), ('dd', ['8.9Hz', '1.8Hz'], '1H', 7.89, 7.85), ('d', ['9.0Hz'], '1H', 7.54, 7.51), ('m', [], '10H', 7.47, 7.18), ('d', ['8.5Hz'], '1H', 6.39, 6.36), ('s', [], '2H', 5.09, 5.09)]
18
13
18
10.1002_adsc.202300659
O=C(N[C@@H](c1ccccc1)c1oc2ccc(Br)cc2c(=O)c1O)OCc1ccccc1
10
10
[0.14415539 0.46210938 0.35182752 0.57070314]
[0.14084148 0.59843753 0.92734449 0.80781254]
13C NMR
75 MHz
DMSO-d6
138.1, 137.2, 136.6, 136.4, 129.1, 128.8, 128.4, 128.3, 127.4, 127.3, 127.2, 124.0, 121.6, 121.4, 117.4, 66.4, 51.8
null
[(138.1, None, None), (137.2, None, None), (136.6, None, None), (136.4, None, None), (129.1, None, None), (128.8, None, None), (128.4, None, None), (128.3, None, None), (127.4, None, None), (127.3, None, None), (127.2, None, None), (124.0, None, None), (121.6, None, None), (121.4, None, None), (117.4, None, None), (66....
24
20
17
10.1002_adsc.202300659
O=C(N[C@@H](c1ccc(F)cc1)c1oc2ccc(Br)cc2c(=O)c1O)OCc1ccccc1
11
11
[0.14415539 0.07055665 0.35210369 0.19941407]
[0.13918451 0.22617188 0.92789673 0.46132814]
13C NMR
75 MHz
DMSO-d6
171.8, 163.7, 156.2, 153.8, 150.2, 138.1, 137.2, 136.6, 129.4, 125.3, 128.8, 128.4, 127.4, 124.0, 121.4, 117.5, 116.1, 115.8, 66.4, 31.1
null
[(171.8, None, None), (163.7, None, None), (156.2, None, None), (153.8, None, None), (150.2, None, None), (138.1, None, None), (137.2, None, None), (136.6, None, None), (129.4, None, None), (125.3, None, None), (128.8, None, None), (128.4, None, None), (127.4, None, None), (124.0, None, None), (121.4, None, None), (117...
24
20
20
10.1002_adsc.202300659
O=C(N[C@@H](c1ccc2c(c1)OCO2)c1oc2ccc(Br)cc2c(=O)c1O)OCc1ccccc1
11
11
[0.14415539 0.48671876 0.35237984 0.61640629]
[0.14028915 0.64218756 0.92734449 0.85390626]
1H NMR
300 MHz
DMSO-d6
8.30 (s, 1H), 7.74-7.71 (dd, J = 8.9, 2.0 Hz, 1H), 7.37-7.18 (m, 6H), 6.97-6.92 (m, 2H), 6.79-6.77 (m, 2H), 6.27-6.24 (d, J = 7.8 Hz, 1H), 6.14-6.11 (d, J = 8.1 Hz, 1H), 5.95 (s, 2H), 5.17 (s, 2H)
null
[('s', [], '1H', 8.3, 8.3), ('dd', ['8.9Hz', '2.0Hz'], '1H', 7.74, 7.71), ('m', [], '6H', 7.37, 7.18), ('m', [], '2H', 6.97, 6.92), ('m', [], '2H', 6.79, 6.77), ('d', ['7.8Hz'], '1H', 6.27, 6.24), ('d', ['8.1Hz'], '1H', 6.14, 6.11), ('s', [], '2H', 5.95, 5.95), ('s', [], '2H', 5.17, 5.17)]
18
14
18
10.1021_acs.orglett.5c00302
C(#N)CCC(C)(CCOC(=O)C1CCC1)NC(C)=O
9
9
[0.70521763 0.17246094 0.86893875 0.21035156]
[0.10384675 0.21210937 0.63165376 0.22460938]
1H NMR
400 MHz
CDCl3
5.48 (s, 1H), 4.20-4.10 (m, 2H), 3.16-3.07 (m, 1H), 2.44-2.16 (m, 8H), 2.07-1.99 (m, 2H), 1.96 (s, 3H), 1.91-1.81 (m, 2H), 1.31 (s, 3H)
null
[('s', [], '1H', 5.48, 5.48), ('m', [], '2H', 4.2, 4.1), ('m', [], '1H', 3.16, 3.07), ('m', [], '8H', 2.44, 2.16), ('m', [], '2H', 2.07, 1.99), ('s', [], '3H', 1.96, 1.96), ('m', [], '2H', 1.91, 1.81), ('s', [], '3H', 1.31, 1.31)]
22
10
22
10.1021_acs.orglett.5c00302
C(#N)CCC(C)(CCOC(=O)C1CCC1)NC(C)=O
9
9
[0.70521763 0.17246094 0.86893875 0.21035156]
[0.10384675 0.21210937 0.63165376 0.22460938]
13C NMR
101 MHz
CDCl3
175.6, 170.3, 119.9, 60.5, 54.9, 38.2, 37.1, 33.7, 25.4, 24.43, 24.36, 18.52, 12.3
null
[(175.6, None, None), (170.3, None, None), (119.9, None, None), (60.5, None, None), (54.9, None, None), (38.2, None, None), (37.1, None, None), (33.7, None, None), (25.4, None, None), (24.43, None, None), (24.36, None, None), (18.52, None, None), (12.3, None, None)]
14
13
13
10.1021_acs.orglett.5c00302
C(#N)CCC(C)(CCO[Si](C)(C)C(C)(C)C)NC(C)=O
9
9
[0.70632386 0.40078125 0.86617319 0.44140625]
[0.10343192 0.45703125 0.89714745 0.5109375 ]
1H NMR
400 MHz
CDCl3
6.80 (s, 1H), 3.92-3.87 (m, 1H), 3.83-3.78 (m, 1H), 2.59-2.52 (m, 1H), 2.36-2.32 (m, 2H), 2.01-1.93 (m, 2H), 1.90 (s, 3H), 1.51-1.45 (m, 1H), 1.42 (s, 3H), 0.92 (s, 9H), 0.10 (s, 3H), 0.09 (s, 3H)
null
[('s', [], '1H', 6.8, 6.8), ('m', [], '1H', 3.92, 3.87), ('m', [], '1H', 3.83, 3.78), ('m', [], '1H', 2.59, 2.52), ('m', [], '2H', 2.36, 2.32), ('m', [], '2H', 2.01, 1.93), ('s', [], '3H', 1.9, 1.9), ('m', [], '1H', 1.51, 1.45), ('s', [], '3H', 1.42, 1.42), ('s', [], '9H', 0.92, 0.92), ('s', [], '3H', 0.1, 0.1), ('s', ...
30
9
30
10.1021_acs.orglett.5c00302
C(#N)CCC(C)(CCO[Si](C)(C)C(C)(C)C)NC(C)=O
9
9
[0.70632386 0.40078125 0.86617319 0.44140625]
[0.10343192 0.45703125 0.89714745 0.5109375 ]
13C NMR
101 MHz
CDCl3
170.0, 120.3, 59.8, 55.7, 40.9, 34.2, 26.0, 24.6, 23.7, 18.3, 12.4,-5.4
null
[(170.0, None, None), (120.3, None, None), (59.8, None, None), (55.7, None, None), (40.9, None, None), (34.2, None, None), (26.0, None, None), (24.6, None, None), (23.7, None, None), (18.3, None, None), (12.4, None, None), (-5.4, None, None)]
15
12
12
10.1021_acs.orglett.5c00302
C(C#N)CC(C)(CCOC(=O)c1ccco1)NC(C)=O
9
9
[0.70798319 0.62460938 0.86506696 0.66601562]
[0.10453814 0.6828125 0.89714745 0.7359375 ]
1H NMR
400 MHz
CDCl3
7.58-7.57 (m, 1H), 7.19 (d, J = 3.5 Hz, 1H), 6.52 (dd, J = 3.5, 1.7 Hz, 1H), 5.69 (s, 1H), 4.39 (t, J = 6.4 Hz, 2H), 2.48-2.41 (m, 2H), 2.38-2.35 (m, 2H), 2.09-2.03 (m, 1H), 1.98-1.91 (m, 4H), 1.36 (s, 3H)
null
[('m', [], '1H', 7.58, 7.57), ('d', ['3.5Hz'], '1H', 7.19, 7.19), ('dd', ['3.5Hz', '1.7Hz'], '1H', 6.52, 6.52), ('s', [], '1H', 5.69, 5.69), ('t', ['6.4Hz'], '2H', 4.39, 4.39), ('m', [], '2H', 2.48, 2.41), ('m', [], '2H', 2.38, 2.35), ('m', [], '1H', 2.09, 2.03), ('m', [], '4H', 1.98, 1.91), ('s', [], '3H', 1.36, 1.36)...
18
10
18
10.1021_acs.orglett.5c00302
C(C#N)CC(C)(CCOC(=O)c1ccco1)NC(C)=O
9
9
[0.70798319 0.62460938 0.86506696 0.66601562]
[0.10453814 0.6828125 0.89714745 0.7359375 ]
13C NMR
101 MHz
CDCl3
170.6, 158.6, 146.6, 144.5, 119.9, 118.5, 112.2, 61.1, 54.9, 36.9, 33.8, 24.3, 24.2, 12.2
null
[(170.6, None, None), (158.6, None, None), (146.6, None, None), (144.5, None, None), (119.9, None, None), (118.5, None, None), (112.2, None, None), (61.1, None, None), (54.9, None, None), (36.9, None, None), (33.8, None, None), (24.3, None, None), (24.2, None, None), (12.2, None, None)]
14
14
14
10.1021_acs.orglett.5c00302
C(C#N)CC(C)(CCOC(=O)C1C2CC3CC(C2)CC1C3)NC(C)=O
9
10
[0.6991334 0.846875 0.87391675 0.89375 ]
[0.09734769 0.08574219 0.89714745 0.16210938]
1H NMR
400 MHz
CDCl3
5.68 (s, 1H), 4.16-4.05 (m, 2H), 2.42-2.22 (m, 4H), 2.06-2.00 (m, 4H), 1.96 (s, 3H), 1.85 (d, J = 2.6 Hz, 7H), 1.69 (q, J = 12.3 Hz, 6H), 1.30 (s, 3H)
null
[('s', [], '1H', 5.68, 5.68), ('m', [], '2H', 4.16, 4.05), ('m', [], '4H', 2.42, 2.22), ('m', [], '4H', 2.06, 2.0), ('s', [], '3H', 1.96, 1.96), ('d', ['2.6Hz'], '7H', 1.85, 1.85), ('q', ['12.3Hz'], '6H', 1.69, 1.69), ('s', [], '3H', 1.3, 1.3)]
30
12
30
10.1021_acs.orglett.5c00302
C(C#N)CC(C)(CCOC(=O)C1C2CC3CC(C2)CC1C3)NC(C)=O
9
10
[0.6991334 0.846875 0.87391675 0.89375 ]
[0.09734769 0.08574219 0.89714745 0.16210938]
13C NMR
101 MHz
CDCl3
177.9, 170.4, 119.9, 60.4, 54.9, 40.7, 38.9, 37.1, 36.5, 33.6, 27.9, 24.4, 24.3, 12.2
null
[(177.9, None, None), (170.4, None, None), (119.9, None, None), (60.4, None, None), (54.9, None, None), (40.7, None, None), (38.9, None, None), (37.1, None, None), (36.5, None, None), (33.6, None, None), (27.9, None, None), (24.4, None, None), (24.3, None, None), (12.2, None, None)]
20
15
14
10.1021_acs.orglett.5c00302
C(C#N)CC(C)(CCOC(=O)c1ccc(C)cc1)NC(C)=O
10
10
[0.69360228 0.23535156 0.88166032 0.27402344]
[0.10453814 0.29023437 0.89825368 0.34414062]
1H NMR
400 MHz
CDCl3
7.89 (d, J = 8.2 Hz, 2H), 7.24 (d, J = 8.0 Hz, 2H), 5.60 (s, 1H), 4.42-4.35 (m, 2H), 2.54-2.45 (m, 2H), 2.40 (s, 3H), 2.36 (t, J = 7.4 Hz, 2H), 2.06-1.94 (m, 2H), 1.92 (s, 3H), 1.35 (s, 3H)
null
[('d', ['8.2Hz'], '2H', 7.89, 7.89), ('d', ['8.0Hz'], '2H', 7.24, 7.24), ('s', [], '1H', 5.6, 5.6), ('m', [], '2H', 4.42, 4.35), ('m', [], '2H', 2.54, 2.45), ('s', [], '3H', 2.4, 2.4), ('t', ['7.4Hz'], '2H', 2.36, 2.36), ('m', [], '2H', 2.06, 1.94), ('s', [], '3H', 1.92, 1.92), ('s', [], '3H', 1.35, 1.35)]
22
10
22
10.1021_acs.orglett.5c00302
C(C#N)CC(C)(CCOC(=O)c1ccc(C)cc1)NC(C)=O
10
10
[0.69360228 0.23535156 0.88166032 0.27402344]
[0.10453814 0.29023437 0.89825368 0.34414062]
13C NMR
101 MHz
CDCl3
170.4, 166.8, 144.1, 129.7, 129.3, 127.2, 119.9, 61.0, 54.9, 37.0, 33.7, 24.5, 24.3, 21.8, 12.2
null
[(170.4, None, None), (166.8, None, None), (144.1, None, None), (129.7, None, None), (129.3, None, None), (127.2, None, None), (119.9, None, None), (61.0, None, None), (54.9, None, None), (37.0, None, None), (33.7, None, None), (24.5, None, None), (24.3, None, None), (21.8, None, None), (12.2, None, None)]
17
15
15
10.1021_acs.orglett.5c00302
C(C#N)CC(C)(CN1C(=O)c2ccccc2C1=O)NC(C)=O
10
10
[0.70798319 0.4546875 0.86396074 0.50546875]
[0.10398503 0.52109375 0.89825368 0.57421875]
1H NMR
400 MHz
CDCl3
7.89 (dd, J = 5.5, 3.1 Hz, 2H), 7.78 (dd, J = 5.5, 3.1 Hz, 2H), 6.45 (s, 1H), 3.93 (d, J = 14.3 Hz, 1H), 3.73 (d, J = 14.3 Hz, 1H), 2.51-2.38 (m, 3H), 2.28-2.21 (m, 1H), 1.96 (s, 3H), 1.37 (s, 3H)
null
[('dd', ['5.5Hz', '3.1Hz'], '2H', 7.89, 7.89), ('dd', ['5.5Hz', '3.1Hz'], '2H', 7.78, 7.78), ('s', [], '1H', 6.45, 6.45), ('d', ['14.3Hz'], '1H', 3.93, 3.93), ('d', ['14.3Hz'], '1H', 3.73, 3.73), ('m', [], '3H', 2.51, 2.38), ('m', [], '1H', 2.28, 2.21), ('s', [], '3H', 1.96, 1.96), ('s', [], '3H', 1.37, 1.37)]
17
8
17
10.1021_acs.orglett.5c00302
C(C#N)CC(C)(CN1C(=O)c2ccccc2C1=O)NC(C)=O
10
10
[0.70798319 0.4546875 0.86396074 0.50546875]
[0.10398503 0.52109375 0.89825368 0.57421875]
13C NMR
101 MHz
CDCl3
170.8, 169.4, 134.7, 131.7, 123.9, 119.9, 57.2, 46.1, 31.9, 24.5, 22.2, 12.5
null
[(170.8, None, None), (169.4, None, None), (134.7, None, None), (131.7, None, None), (123.9, None, None), (119.9, None, None), (57.2, None, None), (46.1, None, None), (31.9, None, None), (24.5, None, None), (22.2, None, None), (12.5, None, None)]
16
12
12
10.1021_acs.orglett.5c00302
C(#N)CCC(C)(Cn1ccc2ccccc21)NC(C)=O
10
10
[0.71793921 0.68828125 0.85511095 0.728125 ]
[0.10398503 0.74765625 0.89825368 0.82109375]
1H NMR
400 MHz
CDCl3
7.61 (d, J = 7.9 Hz, 1H), 7.35 (d, J = 8.3 Hz, 1H), 7.23-7.19 (m, 1H), 7.12-7.08 (m, 1H), 7.01 (d, J = 3.2 Hz, 1H), 6.52 (dd, J = 3.2, 0.6 Hz, 1H), 5.12 (s, 1H), 4.77 (d, J = 14.8 Hz, 1H), 4.17 (d, J = 14.8 Hz, 1H), 2.97-2.89 (m, 1H), 2.37 (t, J = 7.5 Hz, 2H), 1.96 (s, 3H), 1.75 (dt, J = 10.6, 7.2 Hz, 1H), 1.20 (s, 3H)
null
[('d', ['7.9Hz'], '1H', 7.61, 7.61), ('d', ['8.3Hz'], '1H', 7.35, 7.35), ('m', [], '1H', 7.23, 7.19), ('m', [], '1H', 7.12, 7.08), ('d', ['3.2Hz'], '1H', 7.01, 7.01), ('dd', ['3.2Hz', '0.6Hz'], '1H', 6.52, 6.52), ('s', [], '1H', 5.12, 5.12), ('d', ['14.8Hz'], '1H', 4.77, 4.77), ('d', ['14.8Hz'], '1H', 4.17, 4.17), ('m'...
19
12
19
10.1021_acs.orglett.5c00302
C(#N)CCC(C)(Cn1ccc2ccccc21)NC(C)=O
10
10
[0.71793921 0.68828125 0.85511095 0.728125 ]
[0.10398503 0.74765625 0.89825368 0.82109375]
13C NMR
101 MHz
CDCl3
171.2, 137.4, 129.1, 128.3, 122.1, 121.1, 119.8, 119.7, 109.8, 102.2, 57.8, 51.6, 30.9, 24.4, 23.9, 12.1
null
[(171.2, None, None), (137.4, None, None), (129.1, None, None), (128.3, None, None), (122.1, None, None), (121.1, None, None), (119.8, None, None), (119.7, None, None), (109.8, None, None), (102.2, None, None), (57.8, None, None), (51.6, None, None), (30.9, None, None), (24.4, None, None), (23.9, None, None), (12.1, No...
16
16
16
10.1021_acs.orglett.5c00302
C(#N)CCC(C)(CN1C(=O)c2ccccc2S1(=O)=O)NC(C)=O
11
11
[0.71462054 0.11230469 0.86064207 0.16816406]
[0.10509126 0.18808594 0.89825368 0.24199219]
1H NMR
400 MHz
CDCl3
8.08 (dd, J = 6.9, 1.0 Hz, 1H), 7.96-7.85 (m, 3H), 5.72 (s, 1H), 4.32 (d, J = 15.0 Hz, 1H), 3.88 (d, J = 15.0 Hz, 1H), 2.77-2.70 (m, 1H), 2.43 (t, J = 7.6 Hz, 2H), 2.03 (s, 3H), 2.00-1.94 (m, 1H), 1.37 (s, 3H)
null
[('dd', ['6.9Hz', '1.0Hz'], '1H', 8.08, 8.08), ('m', [], '3H', 7.96, 7.85), ('s', [], '1H', 5.72, 5.72), ('d', ['15.0Hz'], '1H', 4.32, 4.32), ('d', ['15.0Hz'], '1H', 3.88, 3.88), ('m', [], '1H', 2.77, 2.7), ('t', ['7.6Hz'], '2H', 2.43, 2.43), ('s', [], '3H', 2.03, 2.03), ('m', [], '1H', 2.0, 1.94), ('s', [], '3H', 1.37...
17
10
17
10.1021_acs.orglett.5c00302
C(#N)CCC(C)(CN1C(=O)c2ccccc2S1(=O)=O)NC(C)=O
11
11
[0.71462054 0.11230469 0.86064207 0.16816406]
[0.10509126 0.18808594 0.89825368 0.24199219]
13C NMR
101 MHz
CDCl3
171.4, 160.8, 137.8, 135.5, 134.8, 126.9, 125.7, 121.3, 119.7, 55.9, 46.7, 31.6, 24.4, 22.5, 12.4
null
[(171.4, None, None), (160.8, None, None), (137.8, None, None), (135.5, None, None), (134.8, None, None), (126.9, None, None), (125.7, None, None), (121.3, None, None), (119.7, None, None), (55.9, None, None), (46.7, None, None), (31.6, None, None), (24.4, None, None), (22.5, None, None), (12.4, None, None)]
15
15
15
10.1021_acs.orglett.5c00302
C(C#N)CC1(NC(C)=O)CCCCC1
11
11
[0.74227613 0.35195312 0.83077403 0.42539063]
[0.1023257 0.4375 0.90323168 0.5125 ]
1H NMR
400 MHz
CDCl3
5.20 (s, 1H), 2.31 (t, J = 7.5 Hz, 2H), 2.16 (t, J = 7.4 Hz, 2H), 2.05-2.02 (m, 2H), 1.98 (s, 3H), 1.55 (dd, J = 9.7, 4.6 Hz, 2H), 1.43-1.24 (m, 6H)
null
[('s', [], '1H', 5.2, 5.2), ('t', ['7.5Hz'], '2H', 2.31, 2.31), ('t', ['7.4Hz'], '2H', 2.16, 2.16), ('m', [], '2H', 2.05, 2.02), ('s', [], '3H', 1.98, 1.98), ('dd', ['9.7Hz', '4.6Hz'], '2H', 1.55, 1.55), ('m', [], '6H', 1.43, 1.24)]
18
7
18
10.1021_acs.orglett.5c00302
C(C#N)CC1(NC(C)=O)CCCCC1
11
11
[0.74227613 0.35195312 0.83077403 0.42539063]
[0.1023257 0.4375 0.90323168 0.5125 ]
13C NMR
101 MHz
CDCl3
170.3, 120.4, 55.3, 34.7, 25.5, 24.4, 21.6, 11.8
null
[(170.3, None, None), (120.4, None, None), (55.3, None, None), (34.7, None, None), (25.5, None, None), (24.4, None, None), (21.6, None, None), (11.8, None, None)]
11
9
8
10.1021_acs.orglett.5c00302
C(C#N)CC1(NC(C)=O)CCN(C(=O)OC(C)(C)C)CC1
11
11
[0.73342634 0.56132812 0.83962382 0.62617188]
[0.10177258 0.65 0.89825368 0.72578125]
1H NMR
400 MHz
CDCl3
5.20 (s, 1H), 3.81 (s, 2H), 3.00 (t, J = 11.6 Hz, 2H), 2.36 (t, J = 7.2 Hz, 2H), 2.17 (s, 2H), 2.02 (s, 3H), 1.66 (s, 2H), 1.55-1.47 (m, 2H), 1.45 (s, 9H)
null
[('s', [], '1H', 5.2, 5.2), ('s', [], '2H', 3.81, 3.81), ('t', ['11.6Hz'], '2H', 3.0, 3.0), ('t', ['7.2Hz'], '2H', 2.36, 2.36), ('s', [], '2H', 2.17, 2.17), ('s', [], '3H', 2.02, 2.02), ('s', [], '2H', 1.66, 1.66), ('m', [], '2H', 1.55, 1.47), ('s', [], '9H', 1.45, 1.45)]
25
7
25
10.1021_acs.orglett.5c00302
C(C#N)CC1(NC(C)=O)CCN(C(=O)OC(C)(C)C)CC1
11
11
[0.73342634 0.56132812 0.83962382 0.62617188]
[0.10177258 0.65 0.89825368 0.72578125]
13C NMR
101 MHz
CDCl3
170.6, 154.8, 120.0, 80.1, 53.9, 34.1, 33.1, 28.5, 24.4, 11.8
null
[(170.6, None, None), (154.8, None, None), (120.0, None, None), (80.1, None, None), (53.9, None, None), (34.1, None, None), (33.1, None, None), (28.5, None, None), (24.4, None, None), (11.8, None, None)]
15
11
10
10.1021_acs.orglett.5c00302
C(#N)CCC1(NC(C)=O)C2CC3CC(C2)CC1C3
12
12
[0.72568277 0.20898438 0.84736738 0.25742188]
[0.10398503 0.28867188 0.89604123 0.32148437]
1H NMR
400 MHz
CDCl3
5.60 (s, 1H), 2.47 (t, J = 7.4 Hz, 2H), 2.32 (t, J = 7.3 Hz, 2H), 2.26 (s, 2H), 2.06 (s, 3H), 1.93-1.87 (m, 6H), 1.72-1.65 (m, 6H)
null
[('s', [], '1H', 5.6, 5.6), ('t', ['7.4Hz'], '2H', 2.47, 2.47), ('t', ['7.3Hz'], '2H', 2.32, 2.32), ('s', [], '2H', 2.26, 2.26), ('s', [], '3H', 2.06, 2.06), ('m', [], '6H', 1.93, 1.87), ('m', [], '6H', 1.72, 1.65)]
22
8
22
10.1021_acs.orglett.5c00302
C(#N)CCC1(NC(C)=O)C2CC3CC(C2)CC1C3
12
12
[0.72568277 0.20898438 0.84736738 0.25742188]
[0.10398503 0.28867188 0.89604123 0.32148437]
13C NMR
101 MHz
CDCl3
170.8, 120.5, 60.8, 38.3, 33.1, 32.9, 32.8, 28.3, 27.0, 26.9, 24.0, 11.6
null
[(170.8, None, None), (120.5, None, None), (60.8, None, None), (38.3, None, None), (33.1, None, None), (32.9, None, None), (32.8, None, None), (28.3, None, None), (27.0, None, None), (26.9, None, None), (24.0, None, None), (11.6, None, None)]
15
10
12
10.1021_acs.orglett.5c00302
C(#N)CCC(C)(CCOC(=O)Cc1ccc2c(c1)C(=O)c1ccccc1CO2)NC(C)=O
13
13
[0.63773799 0.34140625 0.89438189 0.39179687]
[0.10453814 0.4140625 0.89825368 0.5296875 ]
1H NMR
400 MHz
CDCl3
8.10 (d, J = 2.3 Hz, 1H), 7.88 (d, J = 7.7 Hz, 1H), 7.57 (td, J = 7.5, 1.3 Hz, 1H), 7.50-7.46 (m, 1H), 7.41-7.36 (m, 2H), 7.04 (d, J = 8.4 Hz, 1H), 5.57 (s, 1H), 5.19 (s, 2H), 4.18 (td, J = 6.5, 2.9 Hz, 2H), 3.63 (s, 2H), 2.50-2.31 (m, 4H), 1.95 (s, 3H), 1.93-1.82 (m, 2H), 1.25 (s, 3H)
null
[('d', ['2.3Hz'], '1H', 8.1, 8.1), ('d', ['7.7Hz'], '1H', 7.88, 7.88), ('td', ['7.5Hz', '1.3Hz'], '1H', 7.57, 7.57), ('m', [], '1H', 7.5, 7.46), ('m', [], '2H', 7.41, 7.36), ('d', ['8.4Hz'], '1H', 7.04, 7.04), ('s', [], '1H', 5.57, 5.57), ('s', [], '2H', 5.19, 5.19), ('td', ['6.5Hz', '2.9Hz'], '2H', 4.18, 4.18), ('s', ...
26
16
26
10.1021_acs.orglett.5c00302
C(#N)CCC(C)(CCOC(=O)Cc1ccc2c(c1)C(=O)c1ccccc1CO2)NC(C)=O
13
13
[0.63773799 0.34140625 0.89438189 0.39179687]
[0.10453814 0.4140625 0.89825368 0.5296875 ]
13C NMR
101 MHz
CDCl3
191.1, 171.5, 170.4, 160.7, 140.4, 136.5, 135.7, 133.1, 132.3, 129.6, 129.5, 128.1, 127.6, 125.3, 121.4, 119.9, 73.8, 61.4, 54.8, 40.5, 36.7, 33.7, 24.5, 24.2, 12.2
null
[(191.1, None, None), (171.5, None, None), (170.4, None, None), (160.7, None, None), (140.4, None, None), (136.5, None, None), (135.7, None, None), (133.1, None, None), (132.3, None, None), (129.6, None, None), (129.5, None, None), (128.1, None, None), (127.6, None, None), (125.3, None, None), (121.4, None, None), (119...
25
25
25
10.1021_acs.orglett.5c00302
C(C#N)CC(C)(CCOC(=O)CCc1nc(-c2ccccc2)c(-c2ccccc2)o1)NC(C)=O
13
13
[0.66926536 0.578125 0.89382878 0.6234375 ]
[0.10398503 0.64882812 0.89714745 0.70273438]
1H NMR
400 MHz
CDCl3
7.59-7.53 (m, 4H), 7.45-7.31 (m, 6H), 5.77 (s, 1H), 4.28-4.14 (m, 2H), 3.20 (td, J = 6.9, 2.4 Hz, 2H), 2.88 (t, J = 7.0 Hz, 2H), 2.48-2.34 (m, 2H), 2.14-2.10 (m, 2H), 1.92 (s, 3H), 1.80-1.73 (m, 2H), 1.14 (s, 3H)
null
[('m', [], '4H', 7.59, 7.53), ('m', [], '6H', 7.45, 7.31), ('s', [], '1H', 5.77, 5.77), ('m', [], '2H', 4.28, 4.14), ('td', ['6.9Hz', '2.4Hz'], '2H', 3.2, 3.2), ('t', ['7.0Hz'], '2H', 2.88, 2.88), ('m', [], '2H', 2.48, 2.34), ('m', [], '2H', 2.14, 2.1), ('s', [], '3H', 1.92, 1.92), ('m', [], '2H', 1.8, 1.73), ('s', [],...
29
15
29
10.1021_acs.orglett.5c00302
C(C#N)CC(C)(CCOC(=O)CCc1nc(-c2ccccc2)c(-c2ccccc2)o1)NC(C)=O
13
13
[0.66926536 0.578125 0.89382878 0.6234375 ]
[0.10398503 0.64882812 0.89714745 0.70273438]
13C NMR
101 MHz
CDCl3
172.1, 170.4, 161.9, 145.8, 135.1, 132.5, 128.83, 128.77, 128.7, 128.5, 128.2, 126.4, 120.0, 61.0, 54.6, 36.4, 33.9, 31.0, 24.2, 24.1, 23.5, 12.0
null
[(172.1, None, None), (170.4, None, None), (161.9, None, None), (145.8, None, None), (135.1, None, None), (132.5, None, None), (128.83, None, None), (128.77, None, None), (128.7, None, None), (128.5, None, None), (128.2, None, None), (126.4, None, None), (120.0, None, None), (61.0, None, None), (54.6, None, None), (36....
27
23
22
10.1021_acs.orglett.5c00302
C(C#N)CC(C)(CCOC(=O)c1sc(-c2ccc(OCC(C)C)c(C#N)c2)nc1C)NC(C)=O
14
14
[0.66760603 0.31015625 0.89548812 0.3796875 ]
[0.10287881 0.38828125 0.90046612 0.5046875 ]
1H NMR
400 MHz
CDCl3
8.15 (d, J = 2.3 Hz, 1H), 8.06 (dd, J = 8.9, 2.3 Hz, 1H), 7.00 (d, J = 8.9 Hz, 1H), 5.55 (s, 1H), 4.36 (t, J = 6.5 Hz, 2H), 3.89 (d, J = 6.5 Hz, 2H), 2.74 (s, 3H), 2.57-2.45 (m, 2H), 2.38 (t, J = 7.5 Hz, 2H), 2.24-2.14 (m, 1H), 2.04-1.95 (m, 5H), 1.35 (s, 3H), 1.07 (d, J = 6.7 Hz, 6H)
null
[('d', ['2.3Hz'], '1H', 8.15, 8.15), ('dd', ['8.9Hz', '2.3Hz'], '1H', 8.06, 8.06), ('d', ['8.9Hz'], '1H', 7.0, 7.0), ('s', [], '1H', 5.55, 5.55), ('t', ['6.5Hz'], '2H', 4.36, 4.36), ('d', ['6.5Hz'], '2H', 3.89, 3.89), ('s', [], '3H', 2.74, 2.74), ('m', [], '2H', 2.57, 2.45), ('t', ['7.5Hz'], '2H', 2.38, 2.38), ('m', []...
30
14
30
10.1021_acs.orglett.5c00302
C(C#N)CC(C)(CCOC(=O)c1sc(-c2ccc(OCC(C)C)c(C#N)c2)nc1C)NC(C)=O
14
14
[0.66760603 0.31015625 0.89548812 0.3796875 ]
[0.10287881 0.38828125 0.90046612 0.5046875 ]
13C NMR
101 MHz
CDCl3
170.4, 167.5, 162.7, 162.0, 161.9, 132.8, 132.2, 125.9, 121.1, 119.9, 115.5, 112.8, 103.0, 75.8, 61.5, 54.8, 36.8, 33.7, 28.2, 24.6, 24.3, 19.1, 17.6, 12.2
null
[(170.4, None, None), (167.5, None, None), (162.7, None, None), (162.0, None, None), (161.9, None, None), (132.8, None, None), (132.2, None, None), (125.9, None, None), (121.1, None, None), (119.9, None, None), (115.5, None, None), (112.8, None, None), (103.0, None, None), (75.8, None, None), (61.5, None, None), (54.8,...
25
24
24
10.1021_acs.orglett.5c00302
CCC(NC(C)=O)c1ccccc1
15
15
[0.74227613 0.35703125 0.83077403 0.396875 ]
[0.1023257 0.41328125 0.89659434 0.44609375]
1H NMR
400 MHz
CDCl3
7.35-7.24 (m, 5H), 6.33 (brs, 1H), 4.87 (q, J = 7.6 Hz, 1H), 2.01 (s, 3H), 1.90-1.77 (m, 2H), 0.89 (t, J = 7.4 Hz, 3H)
null
[('m', [], '5H', 7.35, 7.24), ('brs', [], '1H', 6.33, 6.33), ('q', ['7.6Hz'], '1H', 4.87, 4.87), ('s', [], '3H', 2.01, 2.01), ('m', [], '2H', 1.9, 1.77), ('t', ['7.4Hz'], '3H', 0.89, 0.89)]
15
8
15
10.1021_acs.orglett.5c00302
CCC(NC(C)=O)c1ccccc1
15
15
[0.74227613 0.35703125 0.83077403 0.396875 ]
[0.1023257 0.41328125 0.89659434 0.44609375]
13C NMR
101 MHz
CDCl3
169.9, 142.1, 128.7, 127.5, 126.8, 55.4, 29.1, 23.3, 10.9
null
[(169.9, None, None), (142.1, None, None), (128.7, None, None), (127.5, None, None), (126.8, None, None), (55.4, None, None), (29.1, None, None), (23.3, None, None), (10.9, None, None)]
11
9
9
10.1021_acs.orglett.5c00302
C(CC)(NC(C)=O)c1ccc(C)cc1
15
15
[0.73785123 0.5171875 0.83519892 0.5625 ]
[0.10398503 0.57695312 0.89714745 0.61054688]
1H NMR
400 MHz
CDCl3
7.18-7.12 (m, 4H), 5.79 (brs, 1H), 4.84 (q, J = 7.6 Hz, 1H), 2.33 (s, 3H), 1.96 (s, 3H), 1.85-1.75 (m, 2H), 0.87 (t, J = 7.4 Hz, 3H)
null
[('m', [], '4H', 7.18, 7.12), ('brs', [], '1H', 5.79, 5.79), ('q', ['7.6Hz'], '1H', 4.84, 4.84), ('s', [], '3H', 2.33, 2.33), ('s', [], '3H', 1.96, 1.96), ('m', [], '2H', 1.85, 1.75), ('t', ['7.4Hz'], '3H', 0.87, 0.87)]
17
8
17
10.1021_acs.orglett.5c00302
C(CC)(NC(C)=O)c1ccc(C)cc1
15
15
[0.73785123 0.5171875 0.83519892 0.5625 ]
[0.10398503 0.57695312 0.89714745 0.61054688]
13C NMR
101 MHz
CDCl3
169.4, 139.2, 137.1, 129.4, 126.7, 54.8, 29.1, 23.6, 21.2, 10.9
null
[(169.4, None, None), (139.2, None, None), (137.1, None, None), (129.4, None, None), (126.7, None, None), (54.8, None, None), (29.1, None, None), (23.6, None, None), (21.2, None, None), (10.9, None, None)]
12
10
10
10.1021_acs.orglett.5c00302
CCC(NC(C)=O)c1ccc(C(C)(C)C)cc1
15
15
[0.73066078 0.6796875 0.84017693 0.7375 ]
[0.10177258 0.75 0.9037848 0.8234375 ]
1H NMR
400 MHz
CDCl3
7.34 (d, J = 8.4 Hz, 2H), 7.21 (d, J = 8.3 Hz, 2H), 6.35 (brs, 1H), 4.84 (q, J = 7.6 Hz, 1H), 2.01 (s, 3H), 1.88-1.77 (m, 2H), 1.30 (s, 9H), 0.88 (t, J = 7.4 Hz, 3H)
null
[('d', ['8.4Hz'], '2H', 7.34, 7.34), ('d', ['8.3Hz'], '2H', 7.21, 7.21), ('brs', [], '1H', 6.35, 6.35), ('q', ['7.6Hz'], '1H', 4.84, 4.84), ('s', [], '3H', 2.01, 2.01), ('m', [], '2H', 1.88, 1.77), ('s', [], '9H', 1.3, 1.3), ('t', ['7.4Hz'], '3H', 0.88, 0.88)]
23
8
23
10.1021_acs.orglett.5c00302
CCC(NC(C)=O)c1ccc(C(C)(C)C)cc1
15
15
[0.73066078 0.6796875 0.84017693 0.7375 ]
[0.10177258 0.75 0.9037848 0.8234375 ]
13C NMR
101 MHz
CDCl3
169.9, 150.5, 138.8, 126.5, 125.7, 55.1, 34.6, 31.5, 29.8, 29.0, 23.3, 10.9
null
[(169.9, None, None), (150.5, None, None), (138.8, None, None), (126.5, None, None), (125.7, None, None), (55.1, None, None), (34.6, None, None), (31.5, None, None), (29.8, None, None), (29.0, None, None), (23.3, None, None), (10.9, None, None)]
15
11
12
10.1021_acs.orglett.5c00302
CCC(NC(C)=O)c1ccc(F)cc1
16
16
[0.73342634 0.08554687 0.83962382 0.13125 ]
[0.10453814 0.14931641 0.90046612 0.18310547]
1H NMR
400 MHz
CDCl3
7.26-7.22 (m, 2H), 7.01 (t, J = 8.7 Hz, 2H), 5.68 (brs, 1H), 4.85 (q, J = 7.6 Hz, 1H), 1.98 (s, 3H), 1.84-1.73 (m, 2H), 0.88 (t, J = 7.4 Hz, 3H)
null
[('m', [], '2H', 7.26, 7.22), ('t', ['8.7Hz'], '2H', 7.01, 7.01), ('brs', [], '1H', 5.68, 5.68), ('q', ['7.6Hz'], '1H', 4.85, 4.85), ('s', [], '3H', 1.98, 1.98), ('m', [], '2H', 1.84, 1.73), ('t', ['7.4Hz'], '3H', 0.88, 0.88)]
14
7
14
10.1021_acs.orglett.5c00302
CCC(NC(C)=O)c1ccc(F)cc1
16
16
[0.73342634 0.08554687 0.83962382 0.13125 ]
[0.10453814 0.14931641 0.90046612 0.18310547]
13C NMR
101 MHz
CDCl3
169.4, 162.1 (d, J = 245.4 Hz), 138.1 (d, J = 3.1 Hz), 128.4 (d, J = 8.0 Hz), 115.6 (d, J = 21.4 Hz), 54.5, 29.2, 23.6, 10.8
null
[(169.4, None, None), (162.1, 'd', 245.4), (138.1, 'd', 3.1), (128.4, 'd', 8.0), (115.6, 'd', 21.4), (54.5, None, None), (29.2, None, None), (23.6, None, None), (10.8, None, None)]
11
9
9
10.1021_acs.orglett.5c00302
C(CC)(NC(C)=O)c1ccc(CCl)cc1
16
16
[0.7223641 0.31328125 0.85068606 0.36640625]
[0.10398503 0.37695312 0.89714745 0.41054687]
1H NMR
400 MHz
CDCl3
7.35 (d, J = 8.1 Hz, 2H), 7.28 (d, J = 8.2 Hz, 2H), 6.59 (brs, 1H), 4.85 (q, J = 7.6 Hz, 1H), 4.56 (s, 2H), 2.05 (s, 3H), 1.88-1.77 (m, 2H), 0.89 (t, J = 7.4 Hz, 3H)
null
[('d', ['8.1Hz'], '2H', 7.35, 7.35), ('d', ['8.2Hz'], '2H', 7.28, 7.28), ('brs', [], '1H', 6.59, 6.59), ('q', ['7.6Hz'], '1H', 4.85, 4.85), ('s', [], '2H', 4.56, 4.56), ('s', [], '3H', 2.05, 2.05), ('m', [], '2H', 1.88, 1.77), ('t', ['7.4Hz'], '3H', 0.89, 0.89)]
16
8
16
10.1021_acs.orglett.5c00302
C(CC)(NC(C)=O)c1ccc(CCl)cc1
16
16
[0.7223641 0.31328125 0.85068606 0.36640625]
[0.10398503 0.37695312 0.89714745 0.41054687]
13C NMR
101 MHz
CDCl3
170.4, 142.2, 136.8, 129.1, 127.2, 55.4, 46.0, 29.0, 23.0, 10.9
null
[(170.4, None, None), (142.2, None, None), (136.8, None, None), (129.1, None, None), (127.2, None, None), (55.4, None, None), (46.0, None, None), (29.0, None, None), (23.0, None, None), (10.9, None, None)]
12
10
10
10.1021_acs.orglett.5c00302
C(C)C(NC(C)=O)c1cccc(Br)c1
16
16
[0.74338235 0.5 0.8296678 0.55390625]
[0.10398503 0.57109375 0.8993599 0.60390625]
1H NMR
400 MHz
CDCl3
7.41-7.37 (m, 2H), 7.22-7.17 (m, 2H), 5.95 (brs, 1H), 4.83 (q, J = 7.5 Hz, 1H), 2.02 (s, 3H), 1.83-1.75 (m, 2H), 0.89 (t, J = 7.4 Hz, 3H)
null
[('m', [], '2H', 7.41, 7.37), ('m', [], '2H', 7.22, 7.17), ('brs', [], '1H', 5.95, 5.95), ('q', ['7.5Hz'], '1H', 4.83, 4.83), ('s', [], '3H', 2.02, 2.02), ('m', [], '2H', 1.83, 1.75), ('t', ['7.4Hz'], '3H', 0.89, 0.89)]
14
9
14
10.1021_acs.orglett.5c00302
C(C)C(NC(C)=O)c1cccc(Br)c1
16
16
[0.74338235 0.5 0.8296678 0.55390625]
[0.10398503 0.57109375 0.8993599 0.60390625]
13C NMR
101 MHz
CDCl3
169.7, 144.7, 130.6, 130.4, 129.7, 125.7, 122.9, 54.8, 29.2, 23.4, 10.8
null
[(169.7, None, None), (144.7, None, None), (130.6, None, None), (130.4, None, None), (129.7, None, None), (125.7, None, None), (122.9, None, None), (54.8, None, None), (29.2, None, None), (23.4, None, None), (10.8, None, None)]
11
11
11
10.1021_acs.orglett.5c00302
C(C)C(NC(C)=O)c1cccc(OC)c1
16
16
[0.74780725 0.7140625 0.82524291 0.7734375 ]
[0.10287881 0.78476563 0.89825368 0.859375 ]
1H NMR
400 MHz
CDCl3
7.26 (dd, J = 10.4, 5.2 Hz, 1H), 6.88-6.79 (m, 3H), 5.77 (d, J = 7.4 Hz, 1H), 4.85 (q, J = 7.5 Hz, 1H), 3.81 (s, 3H), 1.99 (s, 3H), 1.86-1.79 (m, 2H), 0.89 (t, J = 7.4 Hz, 3H)
null
[('dd', ['10.4Hz', '5.2Hz'], '1H', 7.26, 7.26), ('m', [], '3H', 6.88, 6.79), ('d', ['7.4Hz'], '1H', 5.77, 5.77), ('q', ['7.5Hz'], '1H', 4.85, 4.85), ('s', [], '3H', 3.81, 3.81), ('s', [], '3H', 1.99, 1.99), ('m', [], '2H', 1.86, 1.79), ('t', ['7.4Hz'], '3H', 0.89, 0.89)]
17
10
17
10.1021_acs.orglett.5c00302
C(C)C(NC(C)=O)c1cccc(OC)c1
16
16
[0.74780725 0.7140625 0.82524291 0.7734375 ]
[0.10287881 0.78476563 0.89825368 0.859375 ]
13C NMR
101 MHz
CDCl3
169.4, 159.9, 143.9, 129.8, 119.0, 112.8, 112.5, 55.3, 55.1, 29.2, 23.6, 10.9
null
[(169.4, None, None), (159.9, None, None), (143.9, None, None), (129.8, None, None), (119.0, None, None), (112.8, None, None), (112.5, None, None), (55.3, None, None), (55.1, None, None), (29.2, None, None), (23.6, None, None), (10.9, None, None)]
12
12
12
10.1021_acs.orglett.5c00302
C(CC)(NC(C)=O)c1ccccc1Cl
17
17
[0.73674501 0.11162109 0.8340927 0.15810547]
[0.10509126 0.18779297 0.89714745 0.22070312]
1H NMR
400 MHz
CDCl3
7.34-7.29 (m, 2H), 7.23-7.14 (m, 2H), 6.73 (brs, 1H), 5.21 (dd, J = 14.9, 7.9 Hz, 1H), 2.01 (s, 3H), 1.88-1.76 (m, 2H), 0.90 (t, J = 7.4 Hz, 3H)
null
[('m', [], '2H', 7.34, 7.29), ('m', [], '2H', 7.23, 7.14), ('brs', [], '1H', 6.73, 6.73), ('dd', ['14.9Hz', '7.9Hz'], '1H', 5.21, 5.21), ('s', [], '3H', 2.01, 2.01), ('m', [], '2H', 1.88, 1.76), ('t', ['7.4Hz'], '3H', 0.9, 0.9)]
14
9
14
10.1021_acs.orglett.5c00302
C(CC)(NC(C)=O)c1ccccc1Cl
17
17
[0.73674501 0.11162109 0.8340927 0.15810547]
[0.10509126 0.18779297 0.89714745 0.22070312]
13C NMR
101 MHz
CDCl3
170.1, 139.5, 133.10, 130.13, 128.5, 128.2, 127.1, 53.3, 28.3, 23.1, 10.9
null
[(170.1, None, None), (139.5, None, None), (133.1, None, None), (130.13, None, None), (128.5, None, None), (128.2, None, None), (127.1, None, None), (53.3, None, None), (28.3, None, None), (23.1, None, None), (10.9, None, None)]
11
11
11
10.1021_acs.orglett.5c00302
C(CC)(NC(C)=O)c1ccc(Cl)cc1Cl
17
17
[0.72789522 0.33671875 0.84515494 0.38203125]
[0.09845391 0.41289063 0.89991301 0.4859375 ]
1H NMR
400 MHz
CDCl3
7.37 (d, J = 1.6 Hz, 1H), 7.21-7.20 (m, 2H), 5.86 (d, J = 7.6 Hz, 1H), 5.13 (dd, J = 14.9, 7.8 Hz, 1H), 2.00 (s, 3H), 1.88-1.77 (m, 2H), 0.91 (t, J = 7.4 Hz, 3H)
null
[('d', ['1.6Hz'], '1H', 7.37, 7.37), ('m', [], '2H', 7.21, 7.2), ('d', ['7.6Hz'], '1H', 5.86, 5.86), ('dd', ['14.9Hz', '7.8Hz'], '1H', 5.13, 5.13), ('s', [], '3H', 2.0, 2.0), ('m', [], '2H', 1.88, 1.77), ('t', ['7.4Hz'], '3H', 0.91, 0.91)]
13
8
13
10.1021_acs.orglett.5c00302
C(CC)(NC(C)=O)c1ccc(Cl)cc1Cl
17
17
[0.72789522 0.33671875 0.84515494 0.38203125]
[0.09845391 0.41289063 0.89991301 0.4859375 ]
13C NMR
101 MHz
CDCl3
169.4, 138.2, 133.9, 133.6, 130.1, 129.2, 127.4, 53.0, 28.1, 23.5, 10.9
null
[(169.4, None, None), (138.2, None, None), (133.9, None, None), (133.6, None, None), (130.1, None, None), (129.2, None, None), (127.4, None, None), (53.0, None, None), (28.1, None, None), (23.5, None, None), (10.9, None, None)]
11
11
11
10.1021_acs.orglett.5c00302
CCC(NC(C)=O)c1ccsc1
17
17
[0.7361919 0.55703125 0.81252134 0.60234375]
[0.10398503 0.62773437 0.89714745 0.68085938]
1H NMR
400 MHz
CDCl3
7.28 (dd, J = 5.0, 3.0 Hz, 1H), 7.11 (dd, J = 1.9, 1.0 Hz, 1H), 7.01 (dd, J = 5.0, 1.2 Hz, 1H), 5.77 (brs, 1H), 5.01 (dd, J = 15.7, 7.4 Hz, 1H), 1.98 (s, 3H), 1.88-1.77 (m, 2H), 0.91 (t, J = 7.4 Hz, 3H)
null
[('dd', ['5.0Hz', '3.0Hz'], '1H', 7.28, 7.28), ('dd', ['1.9Hz', '1.0Hz'], '1H', 7.11, 7.11), ('dd', ['5.0Hz', '1.2Hz'], '1H', 7.01, 7.01), ('brs', [], '1H', 5.77, 5.77), ('dd', ['15.7Hz', '7.4Hz'], '1H', 5.01, 5.01), ('s', [], '3H', 1.98, 1.98), ('m', [], '2H', 1.88, 1.77), ('t', ['7.4Hz'], '3H', 0.91, 0.91)]
13
8
13
10.1021_acs.orglett.5c00302
C(C)C(NC(C)=O)c1ccc(CN2C(=O)c3ccccc3C2=O)cc1
17
18
[0.70521763 0.77109375 0.8434956 0.84609375]
[0.10177258 0.0859375 0.89825368 0.13886719]
1H NMR
400 MHz
CDCl3
7.82-7.79 (m, 2H), 7.71-7.67 (m, 2H), 7.37 (d, J = 8.1 Hz, 2H), 7.20 (d, J = 8.1 Hz, 2H), 5.94 (d, J = 8.2 Hz, 1H), 4.81 (d, J = 9.9 Hz, 3H), 1.92 (s, 3H), 1.79-1.70 (m, 2H), 0.83 (t, J = 7.4 Hz, 3H)
null
[('m', [], '2H', 7.82, 7.79), ('m', [], '2H', 7.71, 7.67), ('d', ['8.1Hz'], '2H', 7.37, 7.37), ('d', ['8.1Hz'], '2H', 7.2, 7.2), ('d', ['8.2Hz'], '1H', 5.94, 5.94), ('d', ['9.9Hz'], '3H', 4.81, 4.81), ('s', [], '3H', 1.92, 1.92), ('m', [], '2H', 1.79, 1.7), ('t', ['7.4Hz'], '3H', 0.83, 0.83)]
20
10
20
10.1021_acs.orglett.5c00302
C(C)C(NC(C)=O)c1ccc(CN2C(=O)c3ccccc3C2=O)cc1
17
18
[0.70521763 0.77109375 0.8434956 0.84609375]
[0.10177258 0.0859375 0.89825368 0.13886719]
13C NMR
101 MHz
CDCl3
169.50, 168.1, 141.9, 135.4, 134.1, 132.1, 129.0, 127.1, 123.4, 54.7, 41.3, 29.1, 23.4, 10.8
null
[(169.5, None, None), (168.1, None, None), (141.9, None, None), (135.4, None, None), (134.1, None, None), (132.1, None, None), (129.0, None, None), (127.1, None, None), (123.4, None, None), (54.7, None, None), (41.3, None, None), (29.1, None, None), (23.4, None, None), (10.8, None, None)]
20
14
14
10.1021_acs.orglett.5c00302
CCCC(=O)NC(CC)c1ccccc1
18
18
[0.71904543 0.24980469 0.8296678 0.30488281]
[0.10343192 0.32890625 0.89714745 0.38203125]
1H NMR
400 MHz
CDCl3
7.35-7.31 (m, 2H), 7.28-7.23 (m, 3H), 5.63 (d, J = 6.5 Hz, 1H), 4.90 (dd, J = 15.5, 7.5 Hz, 1H), 2.18-2.16 (m, 2H), 1.88-1.77 (m, 2H), 1.70-1.65 (m, 2H), 0.91 (dt, J = 15.1, 7.4 Hz, 6H)
null
[('m', [], '2H', 7.35, 7.31), ('m', [], '3H', 7.28, 7.23), ('d', ['6.5Hz'], '1H', 5.63, 5.63), ('dd', ['15.5Hz', '7.5Hz'], '1H', 4.9, 4.9), ('m', [], '2H', 2.18, 2.16), ('m', [], '2H', 1.88, 1.77), ('m', [], '2H', 1.7, 1.65), ('dt', ['15.1Hz', '7.4Hz'], '6H', 0.91, 0.91)]
19
10
19
10.1021_acs.orglett.5c00302
CCCC(=O)NC(CC)c1ccccc1
18
18
[0.71904543 0.24980469 0.8296678 0.30488281]
[0.10343192 0.32890625 0.89714745 0.38203125]
13C NMR
101 MHz
CDCl3
172.3, 142.4, 128.8, 127.4, 126.7, 54.8, 39.0, 29.2, 19.3, 13.9, 10.9
null
[(172.3, None, None), (142.4, None, None), (128.8, None, None), (127.4, None, None), (126.7, None, None), (54.8, None, None), (39.0, None, None), (29.2, None, None), (19.3, None, None), (13.9, None, None), (10.9, None, None)]
13
11
11
10.1021_acs.orglett.5c00302
C(CC1(NC(C)=O)CCCCC1)C(=O)OCC
20
20
[0.71351431 0.71289062 0.83077403 0.76835937]
[0.10343192 0.7921875 0.89659434 0.8671875 ]
1H NMR
400 MHz
CDCl3
5.32 (s, 1H), 4.05 (q, J = 7.1 Hz, 2H), 2.24-2.20 (m, 2H), 2.08-2.04 (m, 2H), 1.99-1.96 (m, 2H), 1.91 (s, 3H), 1.49-1.46 (m, 3H), 1.36-1.24 (m, 5H), 1.19 (t, J = 7.1 Hz, 3H)
null
[('s', [], '1H', 5.32, 5.32), ('q', ['7.1Hz'], '2H', 4.05, 4.05), ('m', [], '2H', 2.24, 2.2), ('m', [], '2H', 2.08, 2.04), ('m', [], '2H', 1.99, 1.96), ('s', [], '3H', 1.91, 1.91), ('m', [], '3H', 1.49, 1.46), ('m', [], '5H', 1.36, 1.24), ('t', ['7.1Hz'], '3H', 1.19, 1.19)]
23
9
23
10.1021_acs.orglett.5c00302
C(CC1(NC(C)=O)CCCCC1)C(=O)OCC
20
20
[0.71351431 0.71289062 0.83077403 0.76835937]
[0.10343192 0.7921875 0.89659434 0.8671875 ]
13C NMR
101 MHz
CDCl3
174.0, 169.7, 60.4, 55.4, 34.6, 32.9, 28.9, 25.6, 24.4, 21.7, 14.2
null
[(174.0, None, None), (169.7, None, None), (60.4, None, None), (55.4, None, None), (34.6, None, None), (32.9, None, None), (28.9, None, None), (25.6, None, None), (24.4, None, None), (21.7, None, None), (14.2, None, None)]
13
11
11
10.1021_acs.orglett.5c00302
O=C1CCC2(CCCCC2)N1
21
21
[0.74227613 0.4109375 0.78873753 0.4703125 ]
[0.10343192 0.48984375 0.88719144 0.52421875]
1H NMR
400 MHz
CDCl3
6.68 (s, 1H), 2.37 (t, J = 8.1 Hz, 2H), 1.89 (t, J = 8.1 Hz, 2H), 1.55-1.49 (m, 8H), 1.42-1.39 (m, 2H)
null
[('s', [], '1H', 6.68, 6.68), ('t', ['8.1Hz'], '2H', 2.37, 2.37), ('t', ['8.1Hz'], '2H', 1.89, 1.89), ('m', [], '8H', 1.55, 1.49), ('m', [], '2H', 1.42, 1.39)]
15
6
15
10.1021_acs.orglett.5c00302
O=C1CCC2(CCCCC2)N1
21
21
[0.74227613 0.4109375 0.78873753 0.4703125 ]
[0.10343192 0.48984375 0.88719144 0.52421875]
13C NMR
101 MHz
CDCl3
177.4, 59.4, 38.5, 32.8, 30.0, 25.2, 23.1
null
[(177.4, None, None), (59.4, None, None), (38.5, None, None), (32.8, None, None), (30.0, None, None), (25.2, None, None), (23.1, None, None)]
9
7
7
10.1021_acs.orglett.5c00302
C(CC)(NC(C)=O)c1ccc(CN2CCN(c3ccccc3)CC2)cc1
21
22
[0.66484047 0.840625 0.86396074 0.884375 ]
[0.09845391 0.08530273 0.88829766 0.20097656]
1H NMR
400 MHz
CDCl3
7.30 (d, J = 8.1 Hz, 2H), 7.24-7.21 (m, 4H), 6.90 (d, J = 8.0 Hz, 2H), 6.83 (t, J = 7.3 Hz, 1H), 5.83 (d, J = 7.7 Hz, 1H), 4.86 (q, J = 7.6 Hz, 1H), 3.53 (s, 2H), 3.19-3.17 (m, 4H), 2.60-2.57 (m, 4H), 1.97 (s, 3H), 1.84-1.76 (m, 2H), 0.87 (t, J = 7.4 Hz, 3H)
null
[('d', ['8.1Hz'], '2H', 7.3, 7.3), ('m', [], '4H', 7.24, 7.21), ('d', ['8.0Hz'], '2H', 6.9, 6.9), ('t', ['7.3Hz'], '1H', 6.83, 6.83), ('d', ['7.7Hz'], '1H', 5.83, 5.83), ('q', ['7.6Hz'], '1H', 4.86, 4.86), ('s', [], '2H', 3.53, 3.53), ('m', [], '4H', 3.19, 3.17), ('m', [], '4H', 2.6, 2.57), ('s', [], '3H', 1.97, 1.97),...
29
13
29
10.1021_acs.orglett.5c00302
C(CC)(NC(C)=O)c1ccc(CN2CCN(c3ccccc3)CC2)cc1
21
22
[0.66484047 0.840625 0.86396074 0.884375 ]
[0.09845391 0.08530273 0.88829766 0.20097656]
13C NMR
101 MHz
CDCl3
169.4, 151.4, 141.2, 137.1, 129.6, 129.2, 126.7, 119.7, 116.1, 62.8, 54.8, 53.2, 49.2, 29.2, 23.6, 10.9
null
[(169.4, None, None), (151.4, None, None), (141.2, None, None), (137.1, None, None), (129.6, None, None), (129.2, None, None), (126.7, None, None), (119.7, None, None), (116.1, None, None), (62.8, None, None), (54.8, None, None), (53.2, None, None), (49.2, None, None), (29.2, None, None), (23.6, None, None), (10.9, Non...
22
16
16
10.1021_acs.orglett.5c00302
C(#N)CCC1=CCC(C(C)(C)NC(C)=O)CC1
23
23
[0.74670102 0.18515625 0.81307445 0.26171875]
[0.10287881 0.29140625 0.89604123 0.34609375]
1H NMR
400 MHz
CDCl3
6.52 (s, 1H), 5.50 (s, 1H), 2.46 (t, J = 7.1 Hz, 2H), 2.26 (t, J = 5.7 Hz, 2H), 2.20 (s, 3H), 2.14-2.10 (m, 1H), 2.07-1.93 (m, 3H), 1.83-1.76 (m, 2H), 1.29 (d, J = 4.8 Hz, 6H), 1.25-1.17 (m, 1H)
null
[('s', [], '1H', 6.52, 6.52), ('s', [], '1H', 5.5, 5.5), ('t', ['7.1Hz'], '2H', 2.46, 2.46), ('t', ['5.7Hz'], '2H', 2.26, 2.26), ('s', [], '3H', 2.2, 2.2), ('m', [], '1H', 2.14, 2.1), ('m', [], '3H', 2.07, 1.93), ('m', [], '2H', 1.83, 1.76), ('d', ['4.8Hz'], '6H', 1.29, 1.29), ('m', [], '1H', 1.25, 1.17)]
22
10
22
10.1021_acs.orglett.5c00302
C(#N)CCC1=CCC(C(C)(C)NC(C)=O)CC1
23
23
[0.74670102 0.18515625 0.81307445 0.26171875]
[0.10287881 0.29140625 0.89604123 0.34609375]
13C NMR
101 MHz
CDCl3
174.2, 134.1, 123.0, 120.0, 58.2, 40.7, 32.6, 28.9, 26.5, 24.6, 24.1, 23.9, 23.6, 16.1
null
[(174.2, None, None), (134.1, None, None), (123.0, None, None), (120.0, None, None), (58.2, None, None), (40.7, None, None), (32.6, None, None), (28.9, None, None), (26.5, None, None), (24.6, None, None), (24.1, None, None), (23.9, None, None), (23.6, None, None), (16.1, None, None)]
14
13
14
10.1039_c8qo00368h
C1(OS(=O)(=O)C(F)(F)F)=CCC(C(C)(C)CC)CC1
4
4
[0.42086746 0.35273438 0.57551694 0.39414065]
[0.14857395 0.42343752 0.84781045 0.51093754]
1H NMR
600 MHz
CDCl3
5.77-5.72 (m, 1H), 2.42-2.34 (m, 1H), 2.34-2.28 (m, 1H), 2.19-2.10 (m, 1H), 1.99-1.94 (m, 1H), 1.91-1.88 (m, 1H), 1.45-1.33 (m, 2H), 1.32-1.25 (m, 2H), 0.83-0.80 (m, 9H)
null
[('m', [], '1H', 5.77, 5.72), ('m', [], '1H', 2.42, 2.34), ('m', [], '1H', 2.34, 2.28), ('m', [], '1H', 2.19, 2.1), ('m', [], '1H', 1.99, 1.94), ('m', [], '1H', 1.91, 1.88), ('m', [], '2H', 1.45, 1.33), ('m', [], '2H', 1.32, 1.25), ('m', [], '9H', 0.83, 0.8)]
19
8
19
10.1039_c8qo00368h
C1(OS(=O)(=O)C(F)(F)F)=CCC(C(C)(C)CC)CC1
4
4
[0.42086746 0.35273438 0.57551694 0.39414065]
[0.14857395 0.42343752 0.84781045 0.51093754]
13C NMR
150 MHz
CDCl3
149.15, 118.51, 118.50 (q, 1JC-F = 320.2 Hz), 40.34, 34.36, 32.43, 28.57, 24.86, 23.81, 23.77, 23.65, 8.06
null
[(149.15, None, None), (118.51, None, None), (118.5, 'q', 320.2), (40.34, None, None), (34.36, None, None), (32.43, None, None), (28.57, None, None), (24.86, None, None), (23.81, None, None), (23.77, None, None), (23.65, None, None), (8.06, None, None)]
12
11
12
10.1039_c8qo00368h
C1(OS(=O)(=O)C(F)(F)F)=CCC(C2CCC3(CC2)OCCO3)CC1
4
4
[0.3965654 0.54062502 0.6009236 0.57656251]
[0.14802163 0.60859379 0.84836274 0.73203131]
1H NMR
600 MHz
CDCl3
5.73 (m, 1H), 3.93 (m, 4H), 2.43-2.34 (m, 1H), 2.34-2.27 (m, 1H), 2.25-2.18 (m, 1H), 1.98-1.89 (m, 2H), 1.79-1.75 (m, 2H), 1.74-1.66 (m, 2H), 1.54-1.48(m, 2H), 1.47-1.40 (m, 2H), 1.37-1.28 (m, 2H), 1.26-1.20 (m, 1H)
null
[('m', [], '1H', 5.73, 5.73), ('m', [], '4H', 3.93, 3.93), ('m', [], '1H', 2.43, 2.34), ('m', [], '1H', 2.34, 2.27), ('m', [], '1H', 2.25, 2.18), ('m', [], '2H', 1.98, 1.89), ('m', [], '2H', 1.79, 1.75), ('m', [], '2H', 1.74, 1.66), ('m', [], '2H', 1.54, 1.48), ('m', [], '2H', 1.47, 1.4), ('m', [], '2H', 1.37, 1.28), (...
21
9
21
10.1039_c8qo00368h
C1(OS(=O)(=O)C(F)(F)F)=CCC(C2CCC3(CC2)OCCO3)CC1
4
4
[0.3965654 0.54062502 0.6009236 0.57656251]
[0.14802163 0.60859379 0.84836274 0.73203131]
13C NMR
150 MHz
CDCl3
149.10, 118.48 (q, 1JC-F = 320.2 Hz), 118.00, 108.74, 64.21, 40.30, 37.13, 34.64, 27.86, 27.48, 27.22, 26.98, 26.19
null
[(149.1, None, None), (118.48, 'q', 320.2), (118.0, None, None), (108.74, None, None), (64.21, None, None), (40.3, None, None), (37.13, None, None), (34.64, None, None), (27.86, None, None), (27.48, None, None), (27.22, None, None), (26.98, None, None), (26.19, None, None)]
15
12
13
10.1039_c8qo00368h
C(=CC(=O)OCC)(OS(=O)(=O)C(F)(F)F)c1ccc(C)cc1
4
4
[0.40319325 0.76171882 0.59319115 0.81796881]
[0.14912627 0.85000001 0.84836274 0.90000006]
1H NMR
600 MHz
CDCl3
7.47 (d, J = 8.1 Hz, 2H), 7.25 (d, J = 7.9 Hz, 2H), 6.21 (s, 1H), 4.31 (q, J = 7.1 Hz, 2H), 2.41 (s, 3H), 1.35 (td, J = 7.2, 1.1 Hz, 3H)
null
[('d', ['8.1Hz'], '2H', 7.47, 7.47), ('d', ['7.9Hz'], '2H', 7.25, 7.25), ('s', [], '1H', 6.21, 6.21), ('q', ['7.1Hz'], '2H', 4.31, 4.31), ('s', [], '3H', 2.41, 2.41), ('td', ['7.2Hz', '1.1Hz'], '3H', 1.35, 1.35)]
13
6
13
10.1039_c8qo00368h
C(=CC(=O)OCC)(OS(=O)(=O)C(F)(F)F)c1ccc(C)cc1
4
4
[0.40319325 0.76171882 0.59319115 0.81796881]
[0.14912627 0.85000001 0.84836274 0.90000006]
13C NMR
150 MHz
CDCl3
162.94, 155.25, 142.47, 129.72, 128.91, 126.38, 118.24 (q, 1JC-F = 320.2 Hz), 110.65, 61.33, 21.46, 14.05
null
[(162.94, None, None), (155.25, None, None), (142.47, None, None), (129.72, None, None), (128.91, None, None), (126.38, None, None), (118.24, 'q', 320.2), (110.65, None, None), (61.33, None, None), (21.46, None, None), (14.05, None, None)]
13
11
11
10.1039_c8qo00368h
C(F)(F)(F)c1ccc(/C(=C/C(=O)OCC)OS(=O)(=O)C(F)(F)F)cc1
5
5
[0.39214686 0.16601562 0.60534217 0.22871094]
[0.14912627 0.25683596 0.84946742 0.36191408]
1H NMR
600 MHz
CDCl3
7.76-7.67 (m, 4H), 6.32 (s, 1H), 4.33 (q, J = 7.1 Hz, 2H), 1.36 (t, J = 7.1 Hz, 3H)
null
[('m', [], '4H', 7.76, 7.67), ('s', [], '1H', 6.32, 6.32), ('q', ['7.1Hz'], '2H', 4.33, 4.33), ('t', ['7.1Hz'], '3H', 1.36, 1.36)]
10
5
10
10.1039_c8qo00368h
C(F)(F)(F)c1ccc(/C(=C/C(=O)OCC)OS(=O)(=O)C(F)(F)F)cc1
5
5
[0.39214686 0.16601562 0.60534217 0.22871094]
[0.14912627 0.25683596 0.84946742 0.36191408]
13C NMR
150 MHz
CDCl3
162.29, 153.18, 135.23, 133.39 (q, J = 33.2 Hz), 126.83, 126.10 (q, 3JC-F = 3.6 Hz), 123.34 (q, 2JC-F = 273.3 Hz),118.19 (q, 1JC-F = 320.2 Hz), 113.66, 61.75, 13.99
null
[(162.29, None, None), (153.18, None, None), (135.23, None, None), (133.39, 'q', 33.2), (126.83, None, None), (126.1, 'q', 3.6), (123.34, 'q', 273.3), (118.19, 'q', 320.2), (113.66, None, None), (61.75, None, None), (13.99, None, None)]
13
11
11
10.1039_c8qo00368h
C(=C\C(=O)OCC)(\OS(=O)(=O)C(F)(F)F)c1ccc([N+](=O)[O-])cc1
5
5
[0.38993757 0.38789063 0.60699914 0.45117191]
[0.14857395 0.4792969 0.84781045 0.56601565]
1H NMR
600 MHz
CDCl3
8.35-8.30 (m, 2H), 7.80-7.74 (m, 2H), 6.38 (s, 1H), 4.33 (q, J = 7.2 Hz, 2H), 1.36 (t, J = 7.1 Hz, 3H)
null
[('m', [], '2H', 8.35, 8.3), ('m', [], '2H', 7.8, 7.74), ('s', [], '1H', 6.38, 6.38), ('q', ['7.2Hz'], '2H', 4.33, 4.33), ('t', ['7.1Hz'], '3H', 1.36, 1.36)]
10
5
10
10.1039_c8qo00368h
C(=C\C(=O)OCC)(\OS(=O)(=O)C(F)(F)F)c1ccc([N+](=O)[O-])cc1
5
5
[0.38993757 0.38789063 0.60699914 0.45117191]
[0.14857395 0.4792969 0.84781045 0.56601565]
13C NMR
150 MHz
CDCl3
162.03, 152.23, 149.42, 137.64, 127.47, 124.30, 118.17 (q, 1JC-F = 320.2 Hz), 114.85, 61.92, 13.97
null
[(162.03, None, None), (152.23, None, None), (149.42, None, None), (137.64, None, None), (127.47, None, None), (124.3, None, None), (118.17, 'q', 320.2), (114.85, None, None), (61.92, None, None), (13.97, None, None)]
12
10
10
10.1039_c8qo00368h
CCOC(=O)/C=C(\OS(=O)(=O)C(F)(F)F)c1ccc2ccccc2c1
5
5
[0.39269917 0.59492192 0.60313291 0.65195318]
[0.1474693 0.68281254 0.85001971 0.78828129]
1H NMR
600 MHz
CDCl3
8.11 (d, J = 1.9 Hz, 1H), 7.93-7.85 (m, 3H), 7.64-7.55 (m, 3H), 6.40 (s, 1H), 4.35 (q, J = 7.1 Hz, 2H), 1.37 (t, J = 7.1 Hz, 3H)
null
[('d', ['1.9Hz'], '1H', 8.11, 8.11), ('m', [], '3H', 7.93, 7.85), ('m', [], '3H', 7.64, 7.55), ('s', [], '1H', 6.4, 6.4), ('q', ['7.1Hz'], '2H', 4.35, 4.35), ('t', ['7.1Hz'], '3H', 1.37, 1.37)]
13
10
13
10.1039_c8qo00368h
CCOC(=O)/C=C(\OS(=O)(=O)C(F)(F)F)c1ccc2ccccc2c1
5
5
[0.39269917 0.59492192 0.60313291 0.65195318]
[0.1474693 0.68281254 0.85001971 0.78828129]
13C NMR
150 MHz
CDCl3
162.87, 155.06, 134.50, 132.57, 129.10, 128.90, 128.88, 128.28, 127.82, 127.34, 127.25, 122.42, 118.29 (q, 1JC-F = 321.6 Hz), 111.77, 61.46, 14.07
null
[(162.87, None, None), (155.06, None, None), (134.5, None, None), (132.57, None, None), (129.1, None, None), (128.9, None, None), (128.88, None, None), (128.28, None, None), (127.82, None, None), (127.34, None, None), (127.25, None, None), (122.42, None, None), (118.29, 'q', 321.6), (111.77, None, None), (61.46, None, ...
16
16
16
10.1039_c8qo00368h
C(=CC(=O)OCC)(OS(=O)(=O)C(F)(F)F)C1CC1
5
5
[0.42307674 0.81250007 0.57385997 0.85937507]
[0.14802163 0.88750003 0.84946742 0.90000006]
1H NMR
600 MHz
CDCl3
5.60 (s, 1H), 4.22 (q, J = 7.2 Hz, 2H), 1.62 (tq, J = 9.8, 4.9, 4.4 Hz, 1H), 1.29 (td, J = 7.2, 1.5 Hz, 3H), 1.06-1.00 (m, 2H), 0.88-0.82 (m, 2H)
null
[('s', [], '1H', 5.6, 5.6), ('q', ['7.2Hz'], '2H', 4.22, 4.22), ('tq', ['9.8Hz', '4.9Hz', '4.4Hz'], '1H', 1.62, 1.62), ('td', ['7.2Hz', '1.5Hz'], '3H', 1.29, 1.29), ('m', [], '2H', 1.06, 1.0), ('m', [], '2H', 0.88, 0.82)]
11
5
11
10.1039_c8qo00368h
C(=CC(=O)OCC)(OS(=O)(=O)C(F)(F)F)C1CC1
5
5
[0.42307674 0.81250007 0.57385997 0.85937507]
[0.14802163 0.88750003 0.84946742 0.90000006]
13C NMR
150 MHz
CDCl3
162.67, 160.60, 118.43 (q, 1JC-F = 320.2 Hz), 108.82, 61.18, 14.76, 13.99, 8.35
null
[(162.67, None, None), (160.6, None, None), (118.43, 'q', 320.2), (108.82, None, None), (61.18, None, None), (14.76, None, None), (13.99, None, None), (8.35, None, None)]
9
8
8
10.1039_c8qo00368h
C(=CC(=O)OCC)(OS(=O)(=O)C(F)(F)F)C1CCC1
6
6
[0.41865818 0.18320313 0.5777262 0.23007813]
[0.14802163 0.25683596 0.84836274 0.36191408]
1H NMR
600 MHz
CDCl3
5.74 (s, 1H), 4.25 (q, J = 7.4 Hz, 2H), 3.26 (p, J = 8.6 Hz, 1H), 2.28 (qd, J = 8.3, 7.5, 3.9 Hz, 2H), 2.14-2.05 (m, 2H), 2.05-1.97 (m, 1H), 1.91-1.82 (m, 1H), 1.30 (td, J = 7.2, 1.5 Hz, 3H)
null
[('s', [], '1H', 5.74, 5.74), ('q', ['7.4Hz'], '2H', 4.25, 4.25), ('p', ['8.6Hz'], '1H', 3.26, 3.26), ('qd', ['8.3Hz', '7.5Hz', '3.9Hz'], '2H', 2.28, 2.28), ('m', [], '2H', 2.14, 2.05), ('m', [], '1H', 2.05, 1.97), ('m', [], '1H', 1.91, 1.82), ('td', ['7.2Hz', '1.5Hz'], '3H', 1.3, 1.3)]
13
6
13
10.1039_c8qo00368h
C(=CC(=O)OCC)(OS(=O)(=O)C(F)(F)F)C1CCC1
6
6
[0.41865818 0.18320313 0.5777262 0.23007813]
[0.14802163 0.25683596 0.84836274 0.36191408]
13C NMR
150 MHz
CDCl3
162.70, 161.76, 118.32 (q, 1JC-F =320.2 Hz), 110.01, 61.20, 38.05, 27.03, 17.68, 14.00
null
[(162.7, None, None), (161.76, None, None), (118.32, 'q', 320.2), (110.01, None, None), (61.2, None, None), (38.05, None, None), (27.03, None, None), (17.68, None, None), (14.0, None, None)]
10
9
9
10.1039_c8qo00368h
C(=CC(=O)OCC)(OS(=O)(=O)C(F)(F)F)C1CCCCC1
6
6
[0.41203035 0.3916016 0.58435402 0.44765626]
[0.14802163 0.47890626 0.84836274 0.58515629]
1H NMR
600 MHz
CDCl3
5.69 (s, 1H), 4.24 (q, J = 7.1 Hz, 2H), 2.29-2.20 (m, 1H), 2.06-1.96 (m, 2H), 1.83 (dt, J = 13.1, 3.5 Hz, 2H), 1.76-1.69 (m, 1H), 1.35-1.23 (m, 5H), 1.18 (dt, J = 11.7, 3.1 Hz, 3H)
null
[('s', [], '1H', 5.69, 5.69), ('q', ['7.1Hz'], '2H', 4.24, 4.24), ('m', [], '1H', 2.29, 2.2), ('m', [], '2H', 2.06, 1.96), ('dt', ['13.1Hz', '3.5Hz'], '2H', 1.83, 1.83), ('m', [], '1H', 1.76, 1.69), ('m', [], '5H', 1.35, 1.23), ('dt', ['11.7Hz', '3.1Hz'], '3H', 1.18, 1.18)]
17
7
17
10.1039_c8qo00368h
C(=CC(=O)OCC)(OS(=O)(=O)C(F)(F)F)C1CCCCC1
6
6
[0.41203035 0.3916016 0.58435402 0.44765626]
[0.14802163 0.47890626 0.84836274 0.58515629]
13C NMR
150 MHz
CDCl3
162.90, 162.79, 118.34 (q, 1JC-F =320.2 Hz), 109.96, 61.20, 42.64, 30.30, 25.61, 25.57, 13.99
null
[(162.9, None, None), (162.79, None, None), (118.34, 'q', 320.2), (109.96, None, None), (61.2, None, None), (42.64, None, None), (30.3, None, None), (25.61, None, None), (25.57, None, None), (13.99, None, None)]
12
10
10
10.1039_c8qo00368h
C(=CC(=O)OCC)(OS(=O)(=O)C(F)(F)F)C1CCCO1
6
6
[0.41534426 0.61640629 0.58214476 0.66796882]
[0.14802163 0.70156251 0.84946742 0.80703126]
1H NMR
600 MHz
CDCl3
6.12 (s, 1H), 4.51 (dd, J = 7.8, 5.5 Hz, 1H), 4.29-4.20 (m, 2H), 4.00-3.94 (m, 1H), 3.91-3.84 (m, 1H), 2.25-2.17 (m, 1H), 2.04-1.90 (m, 3H), 1.30 (t, J = 7.2 Hz, 3H)
null
[('s', [], '1H', 6.12, 6.12), ('dd', ['7.8Hz', '5.5Hz'], '1H', 4.51, 4.51), ('m', [], '2H', 4.29, 4.2), ('m', [], '1H', 4.0, 3.94), ('m', [], '1H', 3.91, 3.84), ('m', [], '1H', 2.25, 2.17), ('m', [], '3H', 2.04, 1.9), ('t', ['7.2Hz'], '3H', 1.3, 1.3)]
13
7
13
10.1039_c8qo00368h
C(=CC(=O)OCC)(OS(=O)(=O)C(F)(F)F)C1CCCO1
6
6
[0.41534426 0.61640629 0.58214476 0.66796882]
[0.14802163 0.70156251 0.84946742 0.80703126]
13C NMR
150 MHz
CDCl3
162.61, 158.05, 118.35 (q, 1JC-F = 320.2 Hz), 110.42, 76.38, 69.19, 61.29, 30.22, 25.03, 13.97
null
[(162.61, None, None), (158.05, None, None), (118.35, 'q', 320.2), (110.42, None, None), (76.38, None, None), (69.19, None, None), (61.29, None, None), (30.22, None, None), (25.03, None, None), (13.97, None, None)]
10
10
10
10.1039_c8qo00368h
C(=CC(=O)c1ccccc1)(OS(=O)(=O)C(F)(F)F)c1ccccc1
7
7
[0.41313498 0.09482422 0.58324939 0.15166017]
[0.14857395 0.18242189 0.84946742 0.28593751]
1H NMR
600 MHz
CDCl3
8.01 (dd, J = 8.2, 1.4 Hz, 2H), 7.71-7.67 (m, 2H), 7.64-7.60 (m, 1H), 7.57-7.48 (m, 5H), 7.18 (s, 1H)
null
[('dd', ['8.2Hz', '1.4Hz'], '2H', 8.01, 8.01), ('m', [], '2H', 7.71, 7.67), ('m', [], '1H', 7.64, 7.6), ('m', [], '5H', 7.57, 7.48), ('s', [], '1H', 7.18, 7.18)]
11
7
11
10.1039_c8qo00368h
C(=CC(=O)c1ccccc1)(OS(=O)(=O)C(F)(F)F)c1ccccc1
7
7
[0.41313498 0.09482422 0.58324939 0.15166017]
[0.14857395 0.18242189 0.84946742 0.28593751]
13C NMR
150 MHz
CDCl3
187.26, 153.89, 137.32, 133.72, 132.21, 131.82, 129.12, 128.80, 128.56, 126.64, 118.21 (q, 1JC-F = 320.2 Hz), 114.90
null
[(187.26, None, None), (153.89, None, None), (137.32, None, None), (133.72, None, None), (132.21, None, None), (131.82, None, None), (129.12, None, None), (128.8, None, None), (128.56, None, None), (126.64, None, None), (118.21, 'q', 320.2), (114.9, None, None)]
16
12
12
10.1039_c8qo00368h
C(C#N)=C(OS(=O)(=O)C(F)(F)F)c1ccccc1
7
7
[0.43688473 0.31777345 0.55784273 0.37402347]
[0.14912627 0.40507815 0.84836274 0.48945317]
1H NMR
600 MHz
CDCl3
7.63-7.57 (m, 3H), 7.51 (dd, J = 8.8, 7.1 Hz, 2H), 5.76 (s, 1H)
null
[('m', [], '3H', 7.63, 7.57), ('dd', ['8.8Hz', '7.1Hz'], '2H', 7.51, 7.51), ('s', [], '1H', 5.76, 5.76)]
6
4
6
10.1039_c8qo00368h
C(C#N)=C(OS(=O)(=O)C(F)(F)F)c1ccccc1
7
7
[0.43688473 0.31777345 0.55784273 0.37402347]
[0.14912627 0.40507815 0.84836274 0.48945317]
13C NMR
150 MHz
CDCl3
161.56, 133.11, 130.35, 129.45, 126.36, 118.23 (q, 1JC-F = 320.2 Hz), 112.46, 90.40
null
[(161.56, None, None), (133.11, None, None), (130.35, None, None), (129.45, None, None), (126.36, None, None), (118.23, 'q', 320.2), (112.46, None, None), (90.4, None, None)]
10
8
8
10.1039_c8qo00368h
CC1(C)CCc2c(c3ccccc3c3ccccc23)C1
7
7
[0.41755355 0.77929695 0.57717391 0.85468754]
[0.14802163 0.88750003 0.84946742 0.90000006]
1H NMR
600 MHz
CDCl3
8.73 (dt, J = 6.2, 1.9 Hz, 2H), 8.15-8.07 (m, 2H), 7.69-7.58 (m, 4H), 3.20 (ddt, J = 6.9, 5.1, 1.9 Hz, 2H), 2.96 (s, 2H), 1.80 (t, J = 6.6 Hz, 2H), 1.14 (s, 6H)
null
[('dt', ['6.2Hz', '1.9Hz'], '2H', 8.73, 8.73), ('m', [], '2H', 8.15, 8.07), ('m', [], '4H', 7.69, 7.58), ('ddt', ['6.9Hz', '5.1Hz', '1.9Hz'], '2H', 3.2, 3.2), ('s', [], '2H', 2.96, 2.96), ('t', ['6.6Hz'], '2H', 1.8, 1.8), ('s', [], '6H', 1.14, 1.14)]
20
12
20
10.1039_c8qo00368h
CC1(C)CCc2c(c3ccccc3c3ccccc23)C1
7
7
[0.41755355 0.77929695 0.57717391 0.85468754]
[0.14802163 0.88750003 0.84946742 0.90000006]
13C NMR
150 MHz
CDCl3
132.06, 131.71, 129.46, 129.40, 129.24, 128.88, 126.56, 126.51, 125.51, 125.49, 123.53, 123.31, 122.77, 122.73, 40.64, 35.36, 29.09, 28.43, 24.49
null
[(132.06, None, None), (131.71, None, None), (129.46, None, None), (129.4, None, None), (129.24, None, None), (128.88, None, None), (126.56, None, None), (126.51, None, None), (125.51, None, None), (125.49, None, None), (123.53, None, None), (123.31, None, None), (122.77, None, None), (122.73, None, None), (40.64, None...
20
19
19
10.1039_c8qo00368h
CC1CCc2c(c3ccccc3c3ccccc23)C1
8
8
[0.41644892 0.22343751 0.57827854 0.29882814]
[0.14802163 0.3308594 0.8583045 0.47304689]
1H NMR
600 MHz
CDCl3
8.76-8.67 (m, 2H), 8.14-8.03 (m, 2H), 7.62 (qd, J = 6.7, 3.5 Hz, 4H), 3.32 (dd, J = 16.7, 4.8 Hz, 2H), 3.16-3.07 (m, 1H), 2.69 (ddt, J = 16.7, 10.2, 2.0 Hz, 1H), 2.16-2.10 (m, 1H), 2.06-1.97 (m, 1H), 1.61-1.55 (m, 1H), 1.24 (d, J = 6.6 Hz, 3H)
null
[('m', [], '2H', 8.76, 8.67), ('m', [], '2H', 8.14, 8.03), ('qd', ['6.7Hz', '3.5Hz'], '4H', 7.62, 7.62), ('dd', ['16.7Hz', '4.8Hz'], '2H', 3.32, 3.32), ('m', [], '1H', 3.16, 3.07), ('ddt', ['16.7Hz', '10.2Hz', '2.0Hz'], '1H', 2.69, 2.69), ('m', [], '1H', 2.16, 2.1), ('m', [], '1H', 2.06, 1.97), ('m', [], '1H', 1.61, 1....
18
13
18
10.1039_c8qo00368h
c1ccc2c(c1)c1c(c3ccccc32)CCCC1
8
8
[0.43688473 0.50156252 0.55949964 0.57656251]
[0.14857395 0.60859379 0.84781045 0.71171878]
1H NMR
600 MHz
CDCl3
8.74-8.68 (m, 2H), 8.11-8.05 (m, 2H), 7.66-7.58 (m, 4H), 3.18 (h, J = 3.9, 3.1 Hz, 4H), 2.01 (hept, J = 4.7 Hz, 4H)
null
[('m', [], '2H', 8.74, 8.68), ('m', [], '2H', 8.11, 8.05), ('m', [], '4H', 7.66, 7.58), ('hept', ['3.9Hz', '3.1Hz'], '4H', 3.18, 3.18), ('hept', ['4.7Hz'], '4H', 2.01, 2.01)]
16
6
16
10.1039_c8qo00368h
c1ccc2c(c1)c1c(c3ccccc32)CCCC1
8
8
[0.43688473 0.50156252 0.55949964 0.57656251]
[0.14857395 0.60859379 0.84781045 0.71171878]
13C NMR
150 MHz
CDCl3
131.92, 130.26, 129.22, 126.53, 125.49, 123.29, 122.70, 26.87, 22.92
null
[(131.92, None, None), (130.26, None, None), (129.22, None, None), (126.53, None, None), (125.49, None, None), (123.29, None, None), (122.7, None, None), (26.87, None, None), (22.92, None, None)]
18
9
9
10.1039_c8qo00368h
C1(CC)CCc2c(c3ccccc3c3ccccc23)C1
8
8
[0.41976283 0.74140629 0.57551694 0.81796881]
[0.14802163 0.84921881 0.84725811 0.89921878]
1H NMR
600 MHz
CDCl3
8.74-8.67 (m, 2H), 8.13-8.05 (m, 2H), 7.67-7.57 (m, 4H), 3.33 (td, J = 16.6, 4.6 Hz, 2H), 3.13-3.05 (m, 1H), 2.71 (ddt, J = 16.7, 10.3, 2.1 Hz, 1H), 2.20 (ddt, J = 13.0, 5.2, 2.4 Hz, 1H), 1.79 (tdd, J = 11.4, 5.5, 3.0 Hz, 1H), 1.64-1.56 (m, 2H), 1.54-1.49 (m, 1H), 1.11 (t, J = 7.5 Hz, 3H)
null
[('m', [], '2H', 8.74, 8.67), ('m', [], '2H', 8.13, 8.05), ('m', [], '4H', 7.67, 7.57), ('td', ['16.6Hz', '4.6Hz'], '2H', 3.33, 3.33), ('m', [], '1H', 3.13, 3.05), ('ddt', ['16.7Hz', '10.3Hz', '2.1Hz'], '1H', 2.71, 2.71), ('ddt', ['13.0Hz', '5.2Hz', '2.4Hz'], '1H', 2.2, 2.2), ('tdd', ['11.4Hz', '5.5Hz', '3.0Hz'], '1H',...
20
14
20
10.1039_c8qo00368h
C1(CC)CCc2c(c3ccccc3c3ccccc23)C1
8
8
[0.41976283 0.74140629 0.57551694 0.81796881]
[0.14802163 0.84921881 0.84725811 0.89921878]
13C NMR
150 MHz
CDCl3
131.90, 131.78, 130.17, 129.96, 129.31, 129.22, 126.53, 126.51, 125.47, 123.44, 123.31, 122.72, 122.70, 35.59, 33.38, 29.32, 28.60, 26.94, 11.61
null
[(131.9, None, None), (131.78, None, None), (130.17, None, None), (129.96, None, None), (129.31, None, None), (129.22, None, None), (126.53, None, None), (126.51, None, None), (125.47, None, None), (123.44, None, None), (123.31, None, None), (122.72, None, None), (122.7, None, None), (35.59, None, None), (33.38, None, ...
20
20
19
10.1039_c8qo00368h
C(C)(C)(C)C1CCc2c(c3ccccc3c3ccccc23)C1
9
9
[0.41755355 0.77929695 0.5777262 0.85468754]
[0.14802163 0.88750003 0.84836274 0.90000006]
1H NMR
600 MHz
CDCl3
8.75-8.66 (m, 2H), 8.15-8.03 (m, 2H), 7.67-7.57 (m, 4H), 3.38 (dd, J = 16.8, 4.8 Hz, 1H), 3.32-3.25 (m, 1H), 3.10-3.00 (m, 1H), 2.84 (tt, J = 12.4, 2.1 Hz, 1H), 2.25 (ddt, J = 12.8, 5.6, 2.2 Hz, 1H), 1.62 (tdd, J = 12.0, 5.0, 2.2 Hz, 1H), 1.47 (qd, J = 12.5, 4.9 Hz, 1H), 1.09 (s, 9H)
null
[('m', [], '2H', 8.75, 8.66), ('m', [], '2H', 8.15, 8.03), ('m', [], '4H', 7.67, 7.57), ('dd', ['16.8Hz', '4.8Hz'], '1H', 3.38, 3.38), ('m', [], '1H', 3.32, 3.25), ('m', [], '1H', 3.1, 3.0), ('tt', ['12.4Hz', '2.1Hz'], '1H', 2.84, 2.84), ('ddt', ['12.8Hz', '5.6Hz', '2.2Hz'], '1H', 2.25, 2.25), ('tdd', ['12.0Hz', '5.0Hz...
24
13
24
10.1039_c8qo00368h
CC(C)(CC)C1CCc2c(c3ccccc3c3ccccc23)C1
10
10
[0.40761179 0.25859376 0.58656333 0.33984379]
[0.14802163 0.36738282 0.84946742 0.52968751]
1H NMR
600 MHz
CDCl3
8.74-8.68 (m, 2H), 8.09 (ddd, J = 36.3, 7.0, 1.9 Hz, 2H), 7.63 (dqd, J = 10.6, 6.9, 3.1 Hz, 4H), 3.37 (dd, J = 16.8, 4.8 Hz, 1H), 3.28-3.21 (m, 1H), 3.10-3.01 (m, 1H), 2.92-2.84 (m, 1H), 2.21 (ddt, J = 12.6, 5.7, 2.2 Hz, 1H), 1.73 (tdd, J = 12.1, 4.9, 2.2 Hz, 1H), 1.55-1.43 (m, 3H), 1.04 (s, 6H), 0.93 (t, J = 7.5 Hz, 3...
null
[('m', [], '2H', 8.74, 8.68), ('ddd', ['36.3Hz', '7.0Hz', '1.9Hz'], '2H', 8.09, 8.09), ('dqd', ['10.6Hz', '6.9Hz', '3.1Hz'], '4H', 7.63, 7.63), ('dd', ['16.8Hz', '4.8Hz'], '1H', 3.37, 3.37), ('m', [], '1H', 3.28, 3.21), ('m', [], '1H', 3.1, 3.01), ('m', [], '1H', 2.92, 2.84), ('ddt', ['12.6Hz', '5.7Hz', '2.2Hz'], '1H',...
26
15
26