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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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stringclasses
17 values
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stringlengths
1
1.36k
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stringlengths
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352
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stringlengths
17
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int64
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int64
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float64
0.07
244
10.1002_ejoc.201402516
CCOC(=O)c1cccc(SC(c2ccccc2)(c2ccccc2)c2ccccc2)c1
2
2
[0.12078323 0.51796876 0.24930543 0.58828126]
[0.11884849 0.60000001 0.88500659 0.72265632]
1H NMR
500 MHz
CDCl3
1.32 (t, 3H, J = 7.0 Hz), 4.27 (q, 2H, J = 7.0 Hz), 7.05 (dd, 1H, J = 8.0, 8.0 Hz), 7.11 (ddd, 1H, J = 1.5, 1.5, 8.0 Hz), 7.16-7.21 (m, 3H), 7.21-7.26 (m, 6H), 7.39-7.42 (m, 6H), 7.65 (dd, 1H, J = 1.5, 1.5 Hz), 7.77 (ddd, 1H, J = 1.5, 1.5, 8.0 Hz)
null
[('t', ['7.0Hz'], '3H', 1.32, 1.32), ('q', ['7.0Hz'], '2H', 4.27, 4.27), ('dd', ['8.0Hz', '8.0Hz'], '1H', 7.05, 7.05), ('ddd', ['1.5Hz', '1.5Hz', '8.0Hz'], '1H', 7.11, 7.11), ('m', [], '3H', 7.21, 7.16), ('m', [], '6H', 7.26, 7.21), ('m', [], '6H', 7.42, 7.39), ('dd', ['1.5Hz', '1.5Hz'], '1H', 7.65, 7.65), ('ddd', ['1....
24
9
24
10.1002_ejoc.201402516
CCOC(=O)c1cccc(SC(c2ccccc2)(c2ccccc2)c2ccccc2)c1
2
2
[0.12078323 0.51796876 0.24930543 0.58828126]
[0.11884849 0.60000001 0.88500659 0.72265632]
13C NMR
126 MHz
CDCl3
14.2, 60.9, 71.1, 126.8 (3C), 127.7 (6C), 128.0, 128.6, 129.9 (6C), 130.3, 135.1, 135.3, 138.4, 144.2 (3C), 165.9
null
[(14.2, None, None), (60.9, None, None), (71.1, None, None), (126.8, None, None), (127.7, None, None), (128.0, None, None), (128.6, None, None), (129.9, None, None), (130.3, None, None), (135.1, None, None), (135.3, None, None), (138.4, None, None), (144.2, None, None), (165.9, None, None)]
28
14
14
10.1002_ejoc.201402516
CCOC(C1C=C(I)C=C(N=[N+]=[N-])C=1)=O
2
2
[0.12105962 0.77304693 0.24405397 0.84531256]
[0.11884849 0.85703131 0.88224267 0.89296876]
13C NMR
126 MHz
CDCl3
14.3, 61.8, 94.1, 119.4, 131.8, 133.5, 134.8, 141.7, 164.3
null
[(14.3, None, None), (61.8, None, None), (94.1, None, None), (119.4, None, None), (131.8, None, None), (133.5, None, None), (134.8, None, None), (141.7, None, None), (164.3, None, None)]
9
9
9
10.1002_ejoc.201402516
[N-]=[N+]=Nc1cc(Br)cc(C(OC)=O)c1
3
3
[0.12105962 0.196875 0.23244552 0.26953127]
[0.1182957 0.28144532 0.88279547 0.38144533]
1H NMR
500 MHz
CDCl3
3.94 (s, 3H), 7.34 (dd, 1H, J = 1.5, 2.0 Hz), 7.63 (dd, 1H, J = 1.5, 2.0 Hz), 7.93 (dd, 1H, J = 1.5, 1.5 Hz)
null
[('s', [], '3H', 3.94, 3.94), ('dd', ['1.5Hz', '2.0Hz'], '1H', 7.34, 7.34), ('dd', ['1.5Hz', '2.0Hz'], '1H', 7.63, 7.63), ('dd', ['1.5Hz', '1.5Hz'], '1H', 7.93, 7.93)]
6
4
6
10.1002_ejoc.201402516
[N-]=[N+]=Nc1cc(Br)cc(C(OC)=O)c1
3
3
[0.12105962 0.196875 0.23244552 0.26953127]
[0.1182957 0.28144532 0.88279547 0.38144533]
13C NMR
126 MHz
CDCl3
52.7, 118.8, 123.3, 126.2, 128.9, 133.2, 142.0, 165.0
null
[(52.7, None, None), (118.8, None, None), (123.3, None, None), (126.2, None, None), (128.9, None, None), (133.2, None, None), (142.0, None, None), (165.0, None, None)]
8
8
8
10.1002_ejoc.201402516
[N-]=[N+]=Nc1cc(C#N)cc(C)c1
3
3
[0.12133601 0.66250001 0.23963172 0.72187504]
[0.11884849 0.51562504 0.88224267 0.61640629]
1H NMR
500 MHz
CDCl3
2.39 (s, 3H), 3.92 (s, 3H), 7.00
null
[('s', [], '3H', 2.39, 2.39), ('s', [], '3H', 3.92, 3.92)]
6
4
6
10.1002_ejoc.201402516
COC(=O)c1cc(N=[N+]=[N-])cc(CN=[N+]=[N-])c1
4
4
[0.12105962 0.32851564 0.2636778 0.41640626]
[0.11884849 0.43046878 0.88279547 0.53046879]
1H NMR
500 MHz
CDCl3
3.94 (s, 3H), 4.41 (s, 2H), 7.16 (dd, 1H, J = 1.5, 2.0 Hz), 7.68 (dd, 1H, J = 1.5, 2.0 Hz), 7.76 (dd, 1H, J = 1.5, 1.5 Hz)
null
[('s', [], '3H', 3.94, 3.94), ('s', [], '2H', 4.41, 4.41), ('dd', ['1.5Hz', '2.0Hz'], '1H', 7.16, 7.16), ('dd', ['1.5Hz', '2.0Hz'], '1H', 7.68, 7.68), ('dd', ['1.5Hz', '1.5Hz'], '1H', 7.76, 7.76)]
8
5
8
10.1002_ejoc.201402516
COC(=O)c1cc(N=[N+]=[N-])cc(CN=[N+]=[N-])c1
4
4
[0.12105962 0.32851564 0.2636778 0.41640626]
[0.11884849 0.43046878 0.88279547 0.53046879]
13C NMR
126 MHz
CDCl3
52.6, 53.9, 119.7, 122.7, 125.4, 132.4, 137.9, 141.3, 165.8
null
[(52.6, None, None), (53.9, None, None), (119.7, None, None), (122.7, None, None), (125.4, None, None), (132.4, None, None), (137.9, None, None), (141.3, None, None), (165.8, None, None)]
9
9
9
10.1002_ejoc.201402516
COC(=O)c1cc(N=[N+]=[N-])cc(CBr)c1
5
5
[0.12105962 0.11464844 0.2636778 0.20195314]
[0.1182957 0.21679689 0.88224267 0.31757813]
1H NMR
500 MHz
CDCl3
3.94 (s, 3H), 4.47 (s, 2H), 7.22 (dd, 1H, J = 1.5, 2.0 Hz), 7.64 (dd, 1H, J = 1.5, 2.0 Hz), 7.83 (dd, 1H, J = 1.5, 1.5 Hz)
null
[('s', [], '3H', 3.94, 3.94), ('s', [], '2H', 4.47, 4.47), ('dd', ['1.5Hz', '2.0Hz'], '1H', 7.22, 7.22), ('dd', ['1.5Hz', '2.0Hz'], '1H', 7.64, 7.64), ('dd', ['1.5Hz', '1.5Hz'], '1H', 7.83, 7.83)]
8
5
8
10.1002_ejoc.201402516
COC(=O)c1cc(N=[N+]=[N-])cc(CBr)c1
5
5
[0.12105962 0.11464844 0.2636778 0.20195314]
[0.1182957 0.21679689 0.88224267 0.31757813]
13C NMR
126 MHz
CDCl3
31.6, 52.6, 119.9, 123.8, 126.5, 132.4, 140.1, 141.2, 165.6
null
[(31.6, None, None), (52.6, None, None), (119.9, None, None), (123.8, None, None), (126.5, None, None), (132.4, None, None), (140.1, None, None), (141.2, None, None), (165.6, None, None)]
9
9
9
10.1002_ejoc.201402516
[N-]=[N+]=Nc1cc(C(Br)Br)cc(C(OC)=O)c1
5
5
[0.12105962 0.37148439 0.26423058 0.45898441]
[0.11884849 0.47343753 0.88224267 0.57343754]
1H NMR
500 MHz
CDCl3
3.96 (s, 3H), 6.62 (s, 1H), 7.42 (dd, 1H, J = 1.5, 2.0 Hz), 7.67 (dd, 1H, J = 1.5, 2.0 Hz), 7.95 (dd, 1H, J = 1.5, 1.5 Hz)
null
[('s', [], '3H', 3.96, 3.96), ('s', [], '1H', 6.62, 6.62), ('dd', ['1.5Hz', '2.0Hz'], '1H', 7.42, 7.42), ('dd', ['1.5Hz', '2.0Hz'], '1H', 7.67, 7.67), ('dd', ['1.5Hz', '1.5Hz'], '1H', 7.95, 7.95)]
7
5
7
10.1002_ejoc.201402516
[N-]=[N+]=Nc1cc(C(Br)Br)cc(C(OC)=O)c1
5
5
[0.12105962 0.37148439 0.26423058 0.45898441]
[0.11884849 0.47343753 0.88224267 0.57343754]
13C NMR
126 MHz
CDCl3
38.6, 52.7, 121.1, 121.7, 123.7, 132.3, 141.4, 144.0, 165.2
null
[(38.6, None, None), (52.7, None, None), (121.1, None, None), (121.7, None, None), (123.7, None, None), (132.3, None, None), (141.4, None, None), (144.0, None, None), (165.2, None, None)]
9
9
9
10.1002_ejoc.201402516
[C-]#[N+]c1cc(CBr)cc(N=[N+]=[N-])c1
5
5
[0.12133601 0.62421879 0.23963172 0.69765626]
[0.11884849 0.70781253 0.88334828 0.80859382]
1H NMR
500 MHz
CDCl3
4.43 (s, 2H), 7.22 (dd, 1H, J = 1.5, 2.0 Hz), 7.27 (dd, 1H, J = 1.5, 2.0 Hz), 7.45 (dd, 1H, J = 1.5, 1.5 Hz)
null
[('s', [], '2H', 4.43, 4.43), ('dd', ['1.5Hz', '2.0Hz'], '1H', 7.22, 7.22), ('dd', ['1.5Hz', '2.0Hz'], '1H', 7.27, 7.27), ('dd', ['1.5Hz', '1.5Hz'], '1H', 7.45, 7.45)]
5
4
5
10.1002_ejoc.201402516
[C-]#[N+]c1cc(CBr)cc(N=[N+]=[N-])c1
5
5
[0.12133601 0.62421879 0.23963172 0.69765626]
[0.11884849 0.70781253 0.88334828 0.80859382]
13C NMR
126 MHz
CDCl3
30.4, 114.4, 117.3, 122.1, 123.7, 128.6, 141.2, 142.1
null
[(30.4, None, None), (114.4, None, None), (117.3, None, None), (122.1, None, None), (123.7, None, None), (128.6, None, None), (141.2, None, None), (142.1, None, None)]
8
8
8
10.1002_ejoc.201402516
[C-]#[N+]c1cc(C(Br)Br)cc(N=[N+]=[N-])c1
6
6
[0.12161241 0.11132813 0.23990809 0.18437501]
[0.1182957 0.19531252 0.88334828 0.29531251]
1H NMR
500 MHz
CDCl3
6.56 (s, 1H), 7.24 (dd, 1H, J = 1.5, 2.0 Hz), 7.44 (dd, 1H, J = 1.5, 2.0 Hz), 7.61 (dd, 1H, J = 1.5, 1.5 Hz)
null
[('s', [], '1H', 6.56, 6.56), ('dd', ['1.5Hz', '2.0Hz'], '1H', 7.24, 7.24), ('dd', ['1.5Hz', '2.0Hz'], '1H', 7.44, 7.44), ('dd', ['1.5Hz', '1.5Hz'], '1H', 7.61, 7.61)]
4
4
4
10.1002_ejoc.201402516
[C-]#[N+]c1cc(C(Br)Br)cc(N=[N+]=[N-])c1
6
6
[0.12161241 0.11132813 0.23990809 0.18437501]
[0.1182957 0.19531252 0.88334828 0.29531251]
13C NMR
126 MHz
CDCl3
37.2, 114.4, 117.0, 121.5, 123.3, 126.2, 142.2, 144.9
null
[(37.2, None, None), (114.4, None, None), (117.0, None, None), (121.5, None, None), (123.3, None, None), (126.2, None, None), (142.2, None, None), (144.9, None, None)]
8
8
8
10.1002_ejoc.201402516
N(Cc1cc(N=[N+]=[N-])cc(C(=O)O)c1)=[N+]=[N-]
6
6
[0.12105962 0.58515629 0.26119028 0.67343756]
[0.11774292 0.68671879 0.88224267 0.78671881]
1H NMR
500 MHz
CDCl3
4.45 (s, 2H), 7.22 (d, 1H, J = 1.5 Hz), 7.75 (dd, 1H, J = 1.5, 1.5 Hz), 7.83 (d, 1H, J = 1.5 Hz)
null
[('s', [], '2H', 4.45, 4.45), ('d', ['1.5Hz'], '1H', 7.22, 7.22), ('dd', ['1.5Hz', '1.5Hz'], '1H', 7.75, 7.75), ('d', ['1.5Hz'], '1H', 7.83, 7.83)]
6
5
5
10.1002_ejoc.201402516
N(Cc1cc(N=[N+]=[N-])cc(C(=O)O)c1)=[N+]=[N-]
6
6
[0.12105962 0.58515629 0.26119028 0.67343756]
[0.11774292 0.68671879 0.88224267 0.78671881]
13C NMR
126 MHz
CDCl3
53.8, 120.2, 123.6, 125.9, 131.4, 138.2, 141.5, 170.8
null
[(53.8, None, None), (120.2, None, None), (123.6, None, None), (125.9, None, None), (131.4, None, None), (138.2, None, None), (141.5, None, None), (170.8, None, None)]
8
8
8
10.1002_ejoc.201402516
[N-]=[N+]=NCc1cc(C(ON2C(=O)CCC2=O)=O)cc(N=[N+]=[N-])c1
7
7
[0.12105962 0.10976563 0.30264905 0.20761719]
[0.1182957 0.21679689 0.88334828 0.31757813]
1H NMR
500 MHz
CDCl3
2.93 (s, 4H), 4.46 (s, 2H), 7.28 (dd, 1H, J = 1.5, 2.0 Hz), 7.74 (dd, 1H, J = 1.5, 1.5 Hz), 7.85 (dd, 1H, J = 1.5, 2.0 Hz)
null
[('s', [], '4H', 2.93, 2.93), ('s', [], '2H', 4.46, 4.46), ('dd', ['1.5Hz', '2.0Hz'], '1H', 7.28, 7.28), ('dd', ['1.5Hz', '1.5Hz'], '1H', 7.74, 7.74), ('dd', ['1.5Hz', '2.0Hz'], '1H', 7.85, 7.85)]
9
5
9
10.1002_ejoc.201402516
[N-]=[N+]=NCc1cc(C(ON2C(=O)CCC2=O)=O)cc(N=[N+]=[N-])c1
7
7
[0.12105962 0.10976563 0.30264905 0.20761719]
[0.1182957 0.21679689 0.88334828 0.31757813]
13C NMR
126 MHz
CDCl3
25.7 (2C), 53.6, 120.4, 124.4, 126.0, 127.3, 138.8, 141.9, 160.8 (2C), 168.9
null
[(25.7, None, None), (53.6, None, None), (120.4, None, None), (124.4, None, None), (126.0, None, None), (127.3, None, None), (138.8, None, None), (141.9, None, None), (160.8, None, None), (168.9, None, None)]
12
10
10
10.1002_ejoc.201402516
N(Cc1cc(N=[N+]=[N-])cc(C=O)c1)=[N+]=[N-]
8
8
[0.12105962 0.11464844 0.24875265 0.20332032]
[0.11884849 0.21640625 0.88168986 0.31718753]
1H NMR
500 MHz
CDCl3
4.47 (s, 2H), 7.23 (dd, 1H, J = 1.5, 2.0 Hz), 7.52 (dd, 1H, J = 1.5, 2.0 Hz), 7.60 (dd, 1H, J = 1.5, 1.5 Hz), 10.00 (s, 1H)
null
[('s', [], '2H', 4.47, 4.47), ('dd', ['1.5Hz', '2.0Hz'], '1H', 7.23, 7.23), ('dd', ['1.5Hz', '2.0Hz'], '1H', 7.52, 7.52), ('dd', ['1.5Hz', '1.5Hz'], '1H', 7.6, 7.6), ('s', [], '1H', 10.0, 10.0)]
6
5
6
10.1002_ejoc.201402516
N(Cc1cc(N=[N+]=[N-])cc(C=O)c1)=[N+]=[N-]
8
8
[0.12105962 0.11464844 0.24875265 0.20332032]
[0.11884849 0.21640625 0.88168986 0.31718753]
13C NMR
126 MHz
CDCl3
53.7, 119.0, 124.0, 125.6, 138.2, 138.8, 142.1, 190.8
null
[(53.7, None, None), (119.0, None, None), (124.0, None, None), (125.6, None, None), (138.2, None, None), (138.8, None, None), (142.1, None, None), (190.8, None, None)]
8
8
8
10.1002_ejoc.201402516
N(Cc1cc(N=[N+]=[N-])cc(C(N)=O)c1)=[N+]=[N-]
8
8
[0.12105962 0.37148439 0.26975841 0.45976565]
[0.1182957 0.47343753 0.88334828 0.57343754]
1H NMR
500 MHz
CDCl3
4.42 (s, 2H), 6.07-6.32 (br, 2H), 7.12-7.14 (br, 1H), 7.46 (dd, 1H, J = 1.5, 1.5 Hz), 7.50-7.52 (br, 1H)
null
[('s', [], '2H', 4.42, 4.42), ('br', [], '2H', 6.32, 6.07), ('br', [], '1H', 7.14, 7.12), ('dd', ['1.5Hz', '1.5Hz'], '1H', 7.46, 7.46), ('br', [], '1H', 7.52, 7.5)]
7
5
7
10.1002_ejoc.201402516
N(Cc1cc(N=[N+]=[N-])cc(C(N)=O)c1)=[N+]=[N-]
8
8
[0.12105962 0.37148439 0.26975841 0.45976565]
[0.1182957 0.47343753 0.88334828 0.57343754]
13C NMR
126 MHz
CDCl3
53.9, 117.9, 121.6, 123.0, 135.7, 138.2, 141.6, 168.0
null
[(53.9, None, None), (117.9, None, None), (121.6, None, None), (123.0, None, None), (135.7, None, None), (138.2, None, None), (141.6, None, None), (168.0, None, None)]
8
8
8
10.1002_ejoc.201402516
N(Cc1cc(N)cc(N=[N+]=[N-])c1)=[N+]=[N-]
8
8
[0.12133601 0.62421879 0.24902903 0.69765626]
[0.11884849 0.70781253 0.88390108 0.80859382]
1H NMR
500 MHz
CDCl3
3.82 (br s, 2H), 4.22 (s, 2H), 6.28 (dd, 1H, J = 2.0, 2.0 Hz), 6.37 (dd, 1H, J = 1.5, 2.0 Hz), 6.40 (dd, 1H, J = 1.5, 2.0 Hz)
null
[('brs', [], '2H', 3.82, 3.82), ('s', [], '2H', 4.22, 4.22), ('dd', ['2.0Hz', '2.0Hz'], '1H', 6.28, 6.28), ('dd', ['1.5Hz', '2.0Hz'], '1H', 6.37, 6.37), ('dd', ['1.5Hz', '2.0Hz'], '1H', 6.4, 6.4)]
7
5
7
10.1002_ejoc.201402516
N(Cc1cc(N)cc(N=[N+]=[N-])c1)=[N+]=[N-]
8
8
[0.12133601 0.62421879 0.24902903 0.69765626]
[0.11884849 0.70781253 0.88390108 0.80859382]
13C NMR
126 MHz
CDCl3
54.4, 105.0, 108.6, 111.2, 138.3, 141.6, 148.2
null
[(54.4, None, None), (105.0, None, None), (108.6, None, None), (111.2, None, None), (138.3, None, None), (141.6, None, None), (148.2, None, None)]
7
7
7
10.1002_ejoc.201402516
N(Cc1cc(N=[N+]=[N-])cc(/C(N)=N/O)c1)=[N+]=[N-]
9
9
[0.12105962 0.11464844 0.26975841 0.20351564]
[0.1182957 0.21679689 0.88334828 0.31679689]
1H NMR
500 MHz
CDCl3
4.38 (s, 2H), 4.91 (s, 2H), 7.03 (dd, 1H, J = 1.5, 1.5 Hz), 7.27 (dd, 1H, J = 1.5, 1.5 Hz), 7.35 (dd, 1H, J = 1.5, 1.5 Hz), 8.42 (br s, 1H)
null
[('s', [], '2H', 4.38, 4.38), ('s', [], '2H', 4.91, 4.91), ('dd', ['1.5Hz', '1.5Hz'], '1H', 7.03, 7.03), ('dd', ['1.5Hz', '1.5Hz'], '1H', 7.27, 7.27), ('dd', ['1.5Hz', '1.5Hz'], '1H', 7.35, 7.35), ('brs', [], '1H', 8.42, 8.42)]
8
6
8
10.1002_ejoc.201402516
N(Cc1cc(N=[N+]=[N-])cc(/C(N)=N/O)c1)=[N+]=[N-]
9
9
[0.12105962 0.11464844 0.26975841 0.20351564]
[0.1182957 0.21679689 0.88334828 0.31679689]
13C NMR
126 MHz
CDCl3
54.1, 116.4, 119.9, 121.9, 134.8, 138.1, 141.3, 151.7
null
[(54.1, None, None), (116.4, None, None), (119.9, None, None), (121.9, None, None), (134.8, None, None), (138.1, None, None), (141.3, None, None), (151.7, None, None)]
8
8
8
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(OC)cccc21
5
5
[0.11778494 0.15673829 0.21888788 0.25351565]
[0.11525736 0.29726564 0.8826287 0.33789066]
1H NMR
400 MHz
CDCl3
7.58 (t, J = 8.0 Hz, 1H), 7.16 (d, J = 7.7 Hz, 1H), 6.89 (d, J = 8.2 Hz, 1H), 5.63 (q, J = 7.3 Hz, 1H), 3.99 (s, 3H), 1.99 (d, J = 7.3 Hz, 3H)
null
[('t', ['8.0Hz'], '1H', 7.58, 7.58), ('d', ['7.7Hz'], '1H', 7.16, 7.16), ('d', ['8.2Hz'], '1H', 6.89, 6.89), ('q', ['7.3Hz'], '1H', 5.63, 5.63), ('s', [], '3H', 3.99, 3.99), ('d', ['7.3Hz'], '3H', 1.99, 1.99)]
10
6
10
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(OC)cccc21
5
5
[0.11778494 0.15673829 0.21888788 0.25351565]
[0.11525736 0.29726564 0.8826287 0.33789066]
13C NMR
101 MHz
CDCl3
165.2, 158.2, 146.0, 142.0, 136.3, 126.2, 111.3, 110.6, 104.2, 56.0, 11.2
null
[(165.2, None, None), (158.2, None, None), (146.0, None, None), (142.0, None, None), (136.3, None, None), (126.2, None, None), (111.3, None, None), (110.6, None, None), (104.2, None, None), (56.0, None, None), (11.2, None, None)]
11
11
11
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(C)cccc21
5
5
[0.11803769 0.55781255 0.20852483 0.64453129]
[0.11475184 0.68828128 0.88111219 0.73046883]
1H NMR
400 MHz
CDCl3
7.43 (t, J = 7.6 Hz, 1H), 7.34 (d, J = 7.7 Hz, 1H), 7.16 (d, J = 7.4 Hz, 1H), 5.54 (q, J = 7.3 Hz, 1H), 2.60 (s, 3H), 1.93 (d, J = 7.3 Hz, 3H)
null
[('t', ['7.6Hz'], '1H', 7.43, 7.43), ('d', ['7.7Hz'], '1H', 7.34, 7.34), ('d', ['7.4Hz'], '1H', 7.16, 7.16), ('q', ['7.3Hz'], '1H', 5.54, 5.54), ('s', [], '3H', 2.6, 2.6), ('d', ['7.3Hz'], '3H', 1.93, 1.93)]
10
6
10
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(C)cccc21
5
5
[0.11803769 0.55781255 0.20852483 0.64453129]
[0.11475184 0.68828128 0.88111219 0.73046883]
13C NMR
101 MHz
CDCl3
167.3, 146.2, 139.9, 139.2, 133.9, 130.9, 122.13, 116.8, 103.2 17.3, 11.2
null
[(167.3, None, None), (103.2, None, None), (146.2, None, None), (139.9, None, None), (139.2, None, None), (133.9, None, None), (130.9, None, None), (122.13, None, None), (116.8, None, None), (17.3, None, None), (11.2, None, None)]
11
11
11
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c1cccc2-c1ccccc1
6
6
[0.11829045 0.12734376 0.21863514 0.25156252]
[0.11475184 0.27265626 0.8826287 0.31406252]
1H NMR
400 MHz
CDCl3
7.68 (t, J = 7.6 Hz, 1H), 7.60 (d, J = 7.5 Hz, 1H), 7.56 (dd, J = 7.8, 1.4 Hz, 2H), 7.50-7.41 (m, 4H), 5.70 (q, J = 7.3 Hz, 1H), 2.04 (d, J = 7.3 Hz, 3H)
null
[('t', ['7.6Hz'], '1H', 7.68, 7.68), ('d', ['7.5Hz'], '1H', 7.6, 7.6), ('dd', ['7.8Hz', '1.4Hz'], '2H', 7.56, 7.56), ('m', [], '4H', 7.5, 7.41), ('q', ['7.3Hz'], '1H', 5.7, 5.7), ('d', ['7.3Hz'], '3H', 2.04, 2.04)]
12
8
12
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c1cccc2-c1ccccc1
6
6
[0.11829045 0.12734376 0.21863514 0.25156252]
[0.11475184 0.27265626 0.8826287 0.31406252]
13C NMR
101 MHz
CDCl3
166.0, 145.9, 142.3, 140.7, 136.3, 134.0, 131.0, 129.4, 128.5, 128.1, 120.4, 118.2, 103.5, 11.3
null
[(166.0, None, None), (145.9, None, None), (142.3, None, None), (140.7, None, None), (136.3, None, None), (134.0, None, None), (131.0, None, None), (129.4, None, None), (128.5, None, None), (128.1, None, None), (120.4, None, None), (118.2, None, None), (103.5, None, None), (11.3, None, None)]
16
14
14
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(Br)cccc21
6
6
[0.11702666 0.53671877 0.20852483 0.6320313 ]
[0.11475184 0.65390631 0.88313423 0.69531258]
1H NMR
500 MHz
CDCl3
7.64 (d, J = 7.8 Hz, 1H), 7.57 (d, J = 7.8 Hz, 1H), 7.49 (t, J = 7.8 Hz, 1H), 5.72 (q, J = 7.2 Hz, 1H), 2.03 (d, J = 7.2 Hz, 3H)
null
[('d', ['7.8Hz'], '1H', 7.64, 7.64), ('d', ['7.8Hz'], '1H', 7.57, 7.57), ('t', ['7.8Hz'], '1H', 7.49, 7.49), ('q', ['7.2Hz'], '1H', 5.72, 5.72), ('d', ['7.2Hz'], '3H', 2.03, 2.03)]
7
5
7
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(Br)cccc21
6
6
[0.11702666 0.53671877 0.20852483 0.6320313 ]
[0.11475184 0.65390631 0.88313423 0.69531258]
13C NMR
126 MHz
CDCl3
164.6, 144.6, 141.7, 135.0, 133.7, 122.8, 120.5, 118.4, 105.2, 11.4
null
[(164.6, None, None), (144.6, None, None), (141.7, None, None), (135.0, None, None), (133.7, None, None), (122.8, None, None), (120.5, None, None), (118.4, None, None), (105.2, None, None), (11.4, None, None)]
10
10
10
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(Cl)cccc21
7
7
[0.11753218 0.12226563 0.20877758 0.21679689]
[0.11424633 0.26015627 0.88363977 0.30156251]
1H NMR
400 MHz
CDCl3
7.57 (t, J = 7.6 Hz, 1H), 7.52 (d, J = 7.0 Hz, 1H), 7.44 (d, J = 7.6 Hz, 1H), 5.71 (q, J = 7.2 Hz, 1H), 2.03 (d, J = 7.2 Hz, 3H)
null
[('t', ['7.6Hz'], '1H', 7.57, 7.57), ('d', ['7.0Hz'], '1H', 7.52, 7.52), ('d', ['7.6Hz'], '1H', 7.44, 7.44), ('q', ['7.2Hz'], '1H', 5.71, 5.71), ('d', ['7.2Hz'], '3H', 2.03, 2.03)]
7
5
7
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(Cl)cccc21
7
7
[0.11753218 0.12226563 0.20877758 0.21679689]
[0.11424633 0.26015627 0.88363977 0.30156251]
13C NMR
126 MHz
CDCl3
164.1, 144.9, 141.6, 135.0, 133.0, 130.4, 121.1, 117.9, 105.4, 11.4
null
[(164.1, None, None), (144.9, None, None), (141.6, None, None), (135.0, None, None), (133.0, None, None), (130.4, None, None), (121.1, None, None), (117.9, None, None), (105.4, None, None), (11.4, None, None)]
10
10
10
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(F)cccc21
7
7
[0.11727941 0.4914063 0.20903034 0.58671878]
[0.11525736 0.6085938 0.88363977 0.64921878]
1H NMR
400 MHz
CDCl3
7.64 (d, J = 4.8 Hz, 1H), 7.41 (d, J = 7.6 Hz, 1H), 7.13 (t, J = 8.4 Hz, 1H), 5.72 (q, J = 7.2 Hz, 1H), 2.03 (d, J = 7.2 Hz, 3H)
null
[('d', ['4.8Hz'], '1H', 7.64, 7.64), ('d', ['7.6Hz'], '1H', 7.41, 7.41), ('t', ['8.4Hz'], '1H', 7.13, 7.13), ('q', ['7.2Hz'], '1H', 5.72, 5.72), ('d', ['7.2Hz'], '3H', 2.03, 2.03)]
7
5
7
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(C(C)=O)cccc21
8
8
[0.11841683 0.14765626 0.22027805 0.25156252]
[0.11525736 0.27558595 0.8826287 0.31660159]
1H NMR
400 MHz
CDCl3
7.67 (t, J = 8.0 Hz, 2H), 7.50 (d, J = 8.3 Hz, 1H), 5.69 (q, J = 7.2 Hz, 1H), 2.71 (s, 3H), 1.97 (d, J = 7.2 Hz, 3H)
null
[('t', ['8.0Hz'], '2H', 7.67, 7.67), ('d', ['8.3Hz'], '1H', 7.5, 7.5), ('q', ['7.2Hz'], '1H', 5.69, 5.69), ('s', [], '3H', 2.71, 2.71), ('d', ['7.2Hz'], '3H', 1.97, 1.97)]
10
6
10
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(C(C)=O)cccc21
8
8
[0.11841683 0.14765626 0.22027805 0.25156252]
[0.11525736 0.27558595 0.8826287 0.31660159]
13C NMR
126 MHz
CDCl3
201.0, 165.4, 145.8, 140.1, 139.9, 134.4, 128.4, 121.8, 120.5, 105.3, 31.0, 11.4
null
[(201.0, None, None), (165.4, None, None), (145.8, None, None), (140.1, None, None), (139.9, None, None), (134.4, None, None), (128.4, None, None), (121.8, None, None), (120.5, None, None), (105.3, None, None), (31.0, None, None), (11.4, None, None)]
12
12
12
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c1ccc(OC)c2OC
8
8
[0.1185432 0.52812503 0.25351563 0.62500004]
[0.11525736 0.66171881 0.88161773 0.70390628]
1H NMR
400 MHz
CDCl3
7.27-7.22 (m, 2H), 5.49 (q, J = 7.2 Hz, 1H), 4.12 (s, 3H), 3.92 (s, 3H), 1.97 (d, J = 7.2 Hz, 3H)
null
[('m', [], '2H', 7.27, 7.22), ('q', ['7.2Hz'], '1H', 5.49, 5.49), ('s', [], '3H', 4.12, 4.12), ('s', [], '3H', 3.92, 3.92), ('d', ['7.2Hz'], '3H', 1.97, 1.97)]
12
6
12
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c1ccc(OC)c2OC
8
8
[0.1185432 0.52812503 0.25351563 0.62500004]
[0.11525736 0.66171881 0.88161773 0.70390628]
13C NMR
101 MHz
CDCl3
164.7, 152.7, 145.7, 133.3, 119.9, 116.7, 114.2, 101.6, 62.3, 57.0, 11.1
null
[(164.7, None, None), (152.7, None, None), (145.7, None, None), (133.3, None, None), (119.9, None, None), (116.7, None, None), (114.2, None, None), (101.6, None, None), (62.3, None, None), (57.0, None, None), (11.1, None, None)]
12
12
11
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(OC)ccc(OC)c21
9
9
[0.11664752 0.14433595 0.20915671 0.2417969 ]
[0.11525736 0.28164064 0.8856618 0.32382815]
13C NMR
101 MHz
CDCl3
165.1, 151.8, 148.1, 144.3, 128.5, 117.1, 113.1, 111.1, 109.3, 56.2, 55.8, 11.7
null
[(165.1, None, None), (151.8, None, None), (148.1, None, None), (144.3, None, None), (128.5, None, None), (117.1, None, None), (113.1, None, None), (111.1, None, None), (109.3, None, None), (56.2, None, None), (55.8, None, None), (11.7, None, None)]
12
12
12
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(OC)cc(OC)cc21
9
9
[0.1185432 0.55234377 0.25579046 0.64921878]
[0.11525736 0.70546877 0.88465084 0.74609383]
1H NMR
400 MHz
CDCl3
6.58 (s, 1H), 6.39 (s, 1H), 5.58 (q, J = 7.2 Hz, 1H), 3.93 (s, 3H), 3.89 (s, 3H), 1.96 (d, J = 7.2 Hz, 3H)
null
[('s', [], '1H', 6.58, 6.58), ('s', [], '1H', 6.39, 6.39), ('q', ['7.2Hz'], '1H', 5.58, 5.58), ('s', [], '3H', 3.93, 3.93), ('s', [], '3H', 3.89, 3.89), ('d', ['7.2Hz'], '3H', 1.96, 1.96)]
12
6
12
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(OC)cc(OC)cc21
9
9
[0.1185432 0.55234377 0.25579046 0.64921878]
[0.11525736 0.70546877 0.88465084 0.74609383]
13C NMR
101 MHz
CDCl3
166.8, 165.0, 159.2, 146.1, 143.8, 105.7, 104.0, 100.0, 94.5, 56.0, 55.9, 11.2
null
[(166.8, None, None), (165.0, None, None), (159.2, None, None), (146.1, None, None), (143.8, None, None), (105.7, None, None), (104.0, None, None), (100.0, None, None), (94.5, None, None), (56.0, None, None), (55.9, None, None), (11.2, None, None)]
12
12
12
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(OC)cc(OC)c(OC)c21
10
10
[0.1185432 0.12695313 0.2560432 0.22421875]
[0.11525736 0.24492189 0.88363977 0.28632813]
1H NMR
400 MHz
CDCl3
6.45 (s, 1H), 5.98 (q, J = 7.2 Hz, 1H), 3.98 (s, 6H), 3.84 (s, 3H), 1.99 (d, J = 7.2 Hz, 3H)
null
[('s', [], '1H', 6.45, 6.45), ('q', ['7.2Hz'], '1H', 5.98, 5.98), ('s', [], '6H', 3.98, 3.98), ('s', [], '3H', 3.84, 3.84), ('d', ['7.2Hz'], '3H', 1.99, 1.99)]
14
6
14
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(OC)cc(OC)c(OC)c21
10
10
[0.1185432 0.12695313 0.2560432 0.22421875]
[0.11525736 0.24492189 0.88363977 0.28632813]
13C NMR
126 MHz
CDCl3
164.8, 159.2, 155.5, 144.1, 136.6, 132.9, 108.6, 104.7, 96.7, 60.0, 56.5, 56.3, 11.7
null
[(164.8, None, None), (159.2, None, None), (155.5, None, None), (144.1, None, None), (136.6, None, None), (132.9, None, None), (108.6, None, None), (104.7, None, None), (96.7, None, None), (60.0, None, None), (56.5, None, None), (56.3, None, None), (11.7, None, None)]
13
13
13
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2cc(OC)c(OC)c(OC)c21
10
10
[0.11829045 0.4992188 0.25528495 0.58593754]
[0.11525736 0.60703127 0.88363977 0.64921878]
1H NMR
400 MHz
CDCl3
7.12 (s, 1H), 5.86 (q, J = 7.2 Hz, 1H), 4.01 (s, 3H), 3.95 (s, 3H), 3.93 (s, 3H), 2.00 (d, J = 7.2 Hz, 3H)
null
[('s', [], '1H', 7.12, 7.12), ('q', ['7.2Hz'], '1H', 5.86, 5.86), ('s', [], '3H', 4.01, 4.01), ('s', [], '3H', 3.95, 3.95), ('s', [], '3H', 3.93, 3.93), ('d', ['7.2Hz'], '3H', 2.0, 2.0)]
14
6
14
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2cc(OC)c(OC)c(OC)c21
10
10
[0.11829045 0.4992188 0.25528495 0.58593754]
[0.11525736 0.60703127 0.88363977 0.64921878]
13C NMR
101 MHz
CDCl3
167.1, 155.5, 147.7, 147.4, 144.3, 125.7, 120.1, 106.9, 102.22, 61.2, 60.5, 56.4, 11.6
null
[(167.1, None, None), (155.5, None, None), (147.7, None, None), (147.4, None, None), (144.3, None, None), (125.7, None, None), (120.1, None, None), (106.9, None, None), (102.22, None, None), (61.2, None, None), (60.5, None, None), (56.4, None, None), (11.6, None, None)]
13
13
13
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2cc(C)c(C)cc21
11
11
[0.11778494 0.11132813 0.23203125 0.19765627]
[0.11525736 0.21308595 0.88161773 0.25371095]
1H NMR
400 MHz
CDCl3
7.62 (s, 1H), 7.37 (s, 1H), 5.56 (q, J = 7.2 Hz, 1H), 2.39 (s, 3H), 2.36 (s, 3H), 2.00 (d, J = 7.2 Hz, 3H)
null
[('s', [], '1H', 7.62, 7.62), ('s', [], '1H', 7.37, 7.37), ('q', ['7.2Hz'], '1H', 5.56, 5.56), ('s', [], '3H', 2.39, 2.39), ('s', [], '3H', 2.36, 2.36), ('d', ['7.2Hz'], '3H', 2.0, 2.0)]
12
6
12
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2cc(C)c(C)cc21
11
11
[0.11778494 0.11132813 0.23203125 0.19765627]
[0.11525736 0.21308595 0.88161773 0.25371095]
13C NMR
101 MHz
CDCl3
167.4, 146.5, 144.4, 138.9, 137.9, 125.4, 122.5, 120.1, 102.7, 20.8, 20.1, 11.2
null
[(167.4, None, None), (146.5, None, None), (144.4, None, None), (138.9, None, None), (137.9, None, None), (125.4, None, None), (122.5, None, None), (120.1, None, None), (102.7, None, None), (20.8, None, None), (20.1, None, None), (11.2, None, None)]
12
12
12
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2cc(OC)c(OC)cc21
11
11
[0.11829045 0.48203127 0.25452667 0.56875002]
[0.11576287 0.61328129 0.88212326 0.65390631]
1H NMR
400 MHz
CDCl3
7.24 (s, 1H), 6.98 (s, 1H), 5.52 (q, J = 7.2 Hz, 1H), 3.99 (s, 3H), 3.95 (s, 3H), 2.00 (d, J = 7.2 Hz, 3H), 13
null
[('s', [], '1H', 7.24, 7.24), ('s', [], '1H', 6.98, 6.98), ('q', ['7.2Hz'], '1H', 5.52, 5.52), ('s', [], '3H', 3.99, 3.99), ('s', [], '3H', 3.95, 3.95), ('d', ['7.2Hz'], '3H', 2.0, 2.0)]
12
6
12
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2cc(C)ccc21
12
12
[0.11778494 0.12890626 0.23152575 0.21484377]
[0.11525736 0.23613282 0.88465084 0.27714845]
1H NMR
400 MHz
CDCl3
7.65 (s, 1H), 7.48 (q, J = 8.0 Hz, 2H), 5.58 (q, J = 7.2 Hz, 1H), 2.45 (s, 3H), 1.99 (d, J = 7.2 Hz, 3H)
null
[('s', [], '1H', 7.65, 7.65), ('q', ['8.0Hz'], '2H', 7.48, 7.48), ('q', ['7.2Hz'], '1H', 5.58, 5.58), ('s', [], '3H', 2.45, 2.45), ('d', ['7.2Hz'], '3H', 1.99, 1.99)]
10
6
10
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2cc(C)ccc21
12
12
[0.11778494 0.12890626 0.23152575 0.21484377]
[0.11525736 0.23613282 0.88465084 0.27714845]
13C NMR
101 MHz
CDCl3
167.3, 146.4, 139.8, 137.2, 135.5, 125.0, 124.6, 119.3, 103.1, 21.4, 11.2
null
[(167.3, None, None), (146.4, None, None), (139.8, None, None), (137.2, None, None), (135.5, None, None), (125.0, None, None), (124.6, None, None), (119.3, None, None), (103.1, None, None), (21.4, None, None), (11.2, None, None)]
11
11
11
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2cc3ccccc3cc21
12
12
[0.11879597 0.48828129 0.25452667 0.57421879]
[0.11500461 0.61289065 0.88363977 0.65429688]
1H NMR
400 MHz
CDCl3
8.89 (d, J = 8.0 Hz, 1H), 8.07 (d, J = 8.4 Hz, 1H), 7.93 (d, J = 8.0 Hz, 1H), 7.71 (d, J = 7.6 Hz, 1H), 7.62 (d, J = 8.0 Hz, 2H), 5.78 (q, J = 7.0 Hz, 1H), 2.09 (d, J = 7.0 Hz, 3H)
null
[('d', ['8.0Hz'], '1H', 8.89, 8.89), ('d', ['8.4Hz'], '1H', 8.07, 8.07), ('d', ['8.0Hz'], '1H', 7.93, 7.93), ('d', ['7.6Hz'], '1H', 7.71, 7.71), ('d', ['8.0Hz'], '2H', 7.62, 7.62), ('q', ['7.0Hz'], '1H', 5.78, 5.78), ('d', ['7.0Hz'], '3H', 2.09, 2.09)]
10
8
10
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2cc3ccccc3cc21
12
12
[0.11879597 0.48828129 0.25452667 0.57421879]
[0.11500461 0.61289065 0.88363977 0.65429688]
13C NMR
101 MHz
CDCl3
167.3, 146.6, 140.2, 135.5, 133.5, 129.2, 128.8, 128.5, 127.3, 123.9, 118.6, 116.3, 105.7, 11.6
null
[(167.3, None, None), (146.6, None, None), (140.2, None, None), (135.5, None, None), (133.5, None, None), (129.2, None, None), (128.8, None, None), (128.5, None, None), (127.3, None, None), (123.9, None, None), (118.6, None, None), (116.3, None, None), (105.7, None, None), (11.6, None, None)]
14
14
14
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(CC=C)c(OC)cc(OC)c21
13
13
[0.1185432 0.14423829 0.25579046 0.25898438]
[0.11525736 0.28125002 0.88161773 0.32265627]
1H NMR
500 MHz
CDCl3
6.68 (s, 1H), 5.95 (ddt, J = 16.4, 10.1, 6.3 Hz, 1H), 5.76 (q, J = 7.2 Hz, 1H), 5.01 (ddd, J = 17.1, 3.3, 1.6 Hz, 1H), 4.94 (ddd, J = 10.0, 3.1, 1.3 Hz, 1H), 3.96 (s, 3H), 3.90 (s, 3H), 3.78 (dt, J = 6.1, 1.2 Hz, 2H), 1.96 (d, J = 7.2 Hz, 3H)
null
[('s', [], '1H', 6.68, 6.68), ('ddt', ['16.4Hz', '10.1Hz', '6.3Hz'], '1H', 5.95, 5.95), ('q', ['7.2Hz'], '1H', 5.76, 5.76), ('ddd', ['17.1Hz', '3.3Hz', '1.6Hz'], '1H', 5.01, 5.01), ('ddd', ['10.0Hz', '3.1Hz', '1.3Hz'], '1H', 4.94, 4.94), ('s', [], '3H', 3.96, 3.96), ('s', [], '3H', 3.9, 3.9), ('dt', ['6.1Hz', '1.2Hz'],...
16
8
16
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(CC=C)c(OC)cc(OC)c21
13
13
[0.1185432 0.14423829 0.25579046 0.25898438]
[0.11525736 0.28125002 0.88161773 0.32265627]
13C NMR
126 MHz
CDCl3
167.0, 159.1, 153.5, 144.1, 136.1, 124.0, 120.4, 120.0, 114.9, 105.4, 100.2, 56.5, 55.6, 27.6, 11.4
null
[(167.0, None, None), (159.1, None, None), (153.5, None, None), (144.1, None, None), (136.1, None, None), (124.0, None, None), (120.4, None, None), (120.0, None, None), (114.9, None, None), (105.4, None, None), (100.2, None, None), (56.5, None, None), (55.6, None, None), (27.6, None, None), (11.4, None, None)]
15
15
15
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2ccc(OC)cc21
13
13
[0.1185432 0.57031254 0.2560432 0.65625 ]
[0.11525736 0.6789063 0.88161773 0.71953128]
1H NMR
400 MHz
CDCl3
7.77 (d, J = 8.0 Hz, 1H), 7.02 (d, J = 8.6 Hz, 2H), 5.63 (d, J = 7.0 Hz, 1H ), 3.91 (s, 3H), 2.01 (d, J = 7.0 Hz, 3H)
null
[('d', ['8.0Hz'], '1H', 7.77, 7.77), ('d', ['8.6Hz'], '2H', 7.02, 7.02), ('d', ['7.0Hz'], '1H', 5.63, 5.63), ('s', [], '3H', 3.91, 3.91), ('d', ['7.0Hz'], '3H', 2.01, 2.01)]
10
6
10
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2ccc(OC)cc21
13
13
[0.1185432 0.57031254 0.2560432 0.65625 ]
[0.11525736 0.6789063 0.88161773 0.71953128]
13C NMR
101 MHz
CDCl3
166.8, 164.9, 146.2, 142.0, 126.7, 117.6, 117.1, 103.9, 102.5, 55.8, 11.2
null
[(166.8, None, None), (164.9, None, None), (146.2, None, None), (142.0, None, None), (126.7, None, None), (117.6, None, None), (117.1, None, None), (103.9, None, None), (102.5, None, None), (55.8, None, None), (11.2, None, None)]
11
11
11
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2ccccc21
14
14
[0.11727941 0.12871095 0.20852483 0.21503907]
[0.11525736 0.23632814 0.8826287 0.27695315]
1H NMR
400 MHz
CDCl3
7.89 (d, J = 7.6 Hz, 1H), 7.71-7.62 (m, 2H), 7.51 (d, J = 7.0 Hz, 1H), 5.68 (q, J = 7.2 Hz, 1H), 2.03 (d, J = 7.2 Hz, 3H)
null
[('d', ['7.6Hz'], '1H', 7.89, 7.89), ('m', [], '2H', 7.71, 7.62), ('d', ['7.0Hz'], '1H', 7.51, 7.51), ('q', ['7.2Hz'], '1H', 5.68, 5.68), ('d', ['7.2Hz'], '3H', 2.03, 2.03)]
8
6
8
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2ccccc21
14
14
[0.11727941 0.12871095 0.20852483 0.21503907]
[0.11525736 0.23632814 0.8826287 0.27695315]
13C NMR
101 MHz
CDCl3
167.1, 146.4, 139.5, 134.2, 129.3, 125.2, 124.4, 119.5, 104.2, 11.2
null
[(167.1, None, None), (146.4, None, None), (139.5, None, None), (134.2, None, None), (129.3, None, None), (125.2, None, None), (124.4, None, None), (119.5, None, None), (104.2, None, None), (11.2, None, None)]
10
10
10
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2ccc(C(C)=O)cc21
14
14
[0.1185432 0.49023441 0.25528495 0.57617191]
[0.11424633 0.59765629 0.88363977 0.6398438 ]
1H NMR
500 MHz
CDCl3
8.20 (s, 1H), 8.06 (d, J = 8.0 Hz, 1H), 7.98 (d, J = 8.0 Hz, 1H), 5.81 (q, J = 7.2 Hz, 1H), 2.70 (s, 3H), 2.06 (d, J = 7.2 Hz, 3H)
null
[('s', [], '1H', 8.2, 8.2), ('d', ['8.0Hz'], '1H', 8.06, 8.06), ('d', ['8.0Hz'], '1H', 7.98, 7.98), ('q', ['7.2Hz'], '1H', 5.81, 5.81), ('s', [], '3H', 2.7, 2.7), ('d', ['7.2Hz'], '3H', 2.06, 2.06)]
10
6
10
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2ccc(C(C)=O)cc21
14
14
[0.1185432 0.49023441 0.25528495 0.57617191]
[0.11424633 0.59765629 0.88363977 0.6398438 ]
13C NMR
126 MHz
CDCl3
196.9, 166.1, 145.9, 141.8, 139.7, 129.0, 127.5, 125.7, 119.4, 105.7, 27.1, 11.4
null
[(196.9, None, None), (166.1, None, None), (145.9, None, None), (141.8, None, None), (139.7, None, None), (129.0, None, None), (127.5, None, None), (125.7, None, None), (119.4, None, None), (105.7, None, None), (27.1, None, None), (11.4, None, None)]
12
12
12
10.1021_acs.orglett.8b00533
C/C=C/c1cc(OC)cc2c1C(=O)O/C2=C\C
15
15
[0.11803769 0.1265625 0.25579046 0.2419922 ]
[0.11525736 0.26289063 0.88161773 0.3042969 ]
1H NMR
400 MHz
CDCl3
7.37 (d, J = 15.8 Hz, 1H), 7.08 (s, 1H), 6.84 (s, 1H), 6.47 (dd, J = 15.4, 6.8 Hz, 1H), 5.63-5.49 (m, 1H), 3.90 (s, 3H), 1.97 (m, 6H)
null
[('d', ['15.8Hz'], '1H', 7.37, 7.37), ('s', [], '1H', 7.08, 7.08), ('s', [], '1H', 6.84, 6.84), ('dd', ['15.4Hz', '6.8Hz'], '1H', 6.47, 6.47), ('m', [], '1H', 5.63, 5.49), ('s', [], '3H', 3.9, 3.9), ('m', [], '6H', 1.97, 1.97)]
14
8
14
10.1021_acs.orglett.8b00533
C/C=C/c1cc(OC)cc2c1C(=O)O/C2=C\C
15
15
[0.11803769 0.1265625 0.25579046 0.2419922 ]
[0.11525736 0.26289063 0.88161773 0.3042969 ]
13C NMR
101 MHz
CDCl3
166.7, 164.5, 146.0, 142.4, 139.7, 131.3, 124.9, 113.0, 111.9, 103.0, 101.3, 55.7, 18.7, 11.1
null
[(166.7, None, None), (164.5, None, None), (146.0, None, None), (142.4, None, None), (139.7, None, None), (131.3, None, None), (124.9, None, None), (113.0, None, None), (111.9, None, None), (103.0, None, None), (101.3, None, None), (55.7, None, None), (18.7, None, None), (11.1, None, None)]
14
14
14
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(/C=C/C)cccc21
15
15
[0.11879597 0.5148438 0.22040443 0.63046877]
[0.11424633 0.64648438 0.88060666 0.68789064]
1H NMR
500 MHz
CDCl3
7.60 (d, J = 7.6 Hz, 1H), 7.54 (t, J = 7.6 Hz, 1H), 7.47 (dd, J = 16.0, 1.3 Hz, 1H), 7.42 (d, J = 7.6 Hz, 1H), 6.52 (dq, J = 15.8, 6.6 Hz, 1H), 5.62 (q, J = 7.2 Hz, 1H), 2.03-1.97 (m, 6H)
null
[('d', ['7.6Hz'], '1H', 7.6, 7.6), ('t', ['7.6Hz'], '1H', 7.54, 7.54), ('dd', ['16.0Hz', '1.3Hz'], '1H', 7.47, 7.47), ('d', ['7.6Hz'], '1H', 7.42, 7.42), ('dq', ['15.8Hz', '6.6Hz'], '1H', 6.52, 6.52), ('q', ['7.2Hz'], '1H', 5.62, 5.62), ('m', [], '6H', 2.03, 1.97)]
12
8
12
10.1021_acs.orglett.8b00533
C(\C)=C1\OC(=O)c2c(/C=C/C)cccc21
15
15
[0.11879597 0.5148438 0.22040443 0.63046877]
[0.11424633 0.64648438 0.88060666 0.68789064]
13C NMR
126 MHz
CDCl3
167.1, 146.0, 139.9, 138.3, 133.9, 131.3, 125.0, 124.8, 119.5, 117.2, 103.3, 18.9, 11.2
null
[(167.1, None, None), (146.0, None, None), (139.9, None, None), (138.3, None, None), (133.9, None, None), (131.3, None, None), (125.0, None, None), (124.8, None, None), (119.5, None, None), (117.2, None, None), (103.3, None, None), (18.9, None, None), (11.2, None, None)]
13
13
13
10.1021_acs.orglett.8b00533
C/C=C/c1cc(C(C)=O)cc2c1C(=O)O/C2=C\C
16
16
[0.10742188 0.14960938 0.2436581 0.26406252]
[0.11525736 0.28789064 0.88161773 0.32890628]
1H NMR
500 MHz
CDCl3
8.13 (s, 1H), 7.94 (s, 1H), 7.47 (dd, J = 15.8, 1.4 Hz, 1H), 6.64 (dq, J = 15.8, 6.6 Hz, 1H), 5.74 (q, J = 7.2 Hz, 1H), 2.69 (s, 3H), 2.06-1.99 (m, 6H)
null
[('s', [], '1H', 8.13, 8.13), ('s', [], '1H', 7.94, 7.94), ('dd', ['15.8Hz', '1.4Hz'], '1H', 7.47, 7.47), ('dq', ['15.8Hz', '6.6Hz'], '1H', 6.64, 6.64), ('q', ['7.2Hz'], '1H', 5.74, 5.74), ('s', [], '3H', 2.69, 2.69), ('m', [], '6H', 2.06, 1.99)]
14
8
14
10.1021_acs.orglett.8b00533
C/C=C/c1cc(C(C)=O)cc2c1C(=O)O/C2=C\C
16
16
[0.10742188 0.14960938 0.2436581 0.26406252]
[0.11525736 0.28789064 0.88161773 0.32890628]
13C NMR
126 MHz
CDCl3
197.2, 166.2, 145.6, 141.6, 140.3, 138.8, 132.8, 124.5, 124.5, 122.3, 116.6, 104.7, 27.1, 18.9, 11.3
null
[(197.2, None, None), (166.2, None, None), (145.6, None, None), (141.6, None, None), (140.3, None, None), (138.8, None, None), (132.8, None, None), (124.5, None, None), (124.5, None, None), (122.3, None, None), (116.6, None, None), (104.7, None, None), (27.1, None, None), (18.9, None, None), (11.3, None, None)]
15
15
15
10.1021_acs.orglett.8b00533
C/C=C/c1cccc(OC)c1C(=O)OCCCl
16
16
[0.11778494 0.52421878 0.27778035 0.5929688 ]
[0.11525736 0.64921878 0.88212326 0.69140633]
1H NMR
500 MHz
CDCl3
7.21 (t, J = 8.0 Hz, 1H), 7.02 (d, J = 8.0 Hz, 1H), 6.70 (d, J = 8.2 Hz, 1H), 6.33 (d, J = 16.6 Hz, 1H), 6.16 (dq, J = 15.4, 6.6 Hz, 1H), 4.51 (t, J = 5.8 Hz, 2H), 3.74 (s, 3H), 3.73-3.70 (m, 2H), 1.79 (dd, J = 6.6, 1.5 Hz, 3H)
null
[('t', ['8.0Hz'], '1H', 7.21, 7.21), ('d', ['8.0Hz'], '1H', 7.02, 7.02), ('d', ['8.2Hz'], '1H', 6.7, 6.7), ('d', ['16.6Hz'], '1H', 6.33, 6.33), ('dq', ['15.4Hz', '6.6Hz'], '1H', 6.16, 6.16), ('t', ['5.8Hz'], '2H', 4.51, 4.51), ('s', [], '3H', 3.74, 3.74), ('m', [], '2H', 3.73, 3.7), ('dd', ['6.6Hz', '1.5Hz'], '3H', 1.7...
15
9
15
10.1021_acs.orglett.8b00533
C/C=C/c1cccc(OC)c1C(=O)OCCCl
16
16
[0.11778494 0.52421878 0.27778035 0.5929688 ]
[0.11525736 0.64921878 0.88212326 0.69140633]
13C NMR
126 MHz
CDCl3
167.8, 156.5, 136.8, 130.5, 129.5, 127.3, 121.5, 117.7, 109.1, 64.7, 55.9, 41.4, 18.7
null
[(167.8, None, None), (156.5, None, None), (136.8, None, None), (130.5, None, None), (129.5, None, None), (127.3, None, None), (121.5, None, None), (117.7, None, None), (109.1, None, None), (64.7, None, None), (55.9, None, None), (41.4, None, None), (18.7, None, None)]
13
13
13
10.1021_acs.orglett.8b00533
C/C=C/c1cccc(C)c1C(=O)OCCCl
17
17
[0.1185432 0.14609375 0.27778035 0.20566407]
[0.11525736 0.22695314 0.88161773 0.26796877]
1H NMR
400 MHz
CDCl3
7.32 (d, J = 7.4 Hz, 1H), 7.24 (d, J = 7.2 Hz, 1H), 7.05 (d, J = 6.9 Hz, 1H), 6.46 (d, J = 15.4 Hz, 1H), 6.18 (dd, J = 14.4, 7.0 Hz, 1H), 4.58 (s, 2H), 3.79 (s, 2H), 2.33 (s, 3H), 1.86 (d, J = 6.2 Hz, 3H)
null
[('d', ['7.4Hz'], '1H', 7.32, 7.32), ('d', ['7.2Hz'], '1H', 7.24, 7.24), ('d', ['6.9Hz'], '1H', 7.05, 7.05), ('d', ['15.4Hz'], '1H', 6.46, 6.46), ('dd', ['14.4Hz', '7.0Hz'], '1H', 6.18, 6.18), ('s', [], '2H', 4.58, 4.58), ('s', [], '2H', 3.79, 3.79), ('s', [], '3H', 2.33, 2.33), ('d', ['6.2Hz'], '3H', 1.86, 1.86)]
15
9
15
10.1021_acs.orglett.8b00533
C/C=C/c1cccc(C)c1C(=O)OCCCl
17
17
[0.1185432 0.14609375 0.27778035 0.20566407]
[0.11525736 0.22695314 0.88161773 0.26796877]
13C NMR
101 MHz
CDCl3
169.4, 135.6, 134.9, 131.5, 129.5, 128.9, 128.4, 127.93, 123.0, 64.6, 41.4, 19.6, 18.6
null
[(169.4, None, None), (135.6, None, None), (134.9, None, None), (131.5, None, None), (129.5, None, None), (128.9, None, None), (128.4, None, None), (127.93, None, None), (123.0, None, None), (64.6, None, None), (41.4, None, None), (19.6, None, None), (18.6, None, None)]
13
13
13
10.1021_acs.orglett.8b00533
C/C=C/c1cccc(F)c1C(=O)OCCCl
17
17
[0.1185432 0.49726567 0.27778035 0.55742191]
[0.11525736 0.58046877 0.88363977 0.62265627]
1H NMR
400 MHz
CDCl3
7.31 (d, J = 14.0 Hz, 2H), 6.96 (d, J = 8.4 Hz, 1H), 6.57 (d, J = 15.6 Hz, 1H), 6.24 (dd, J = 15.2, 6.5 Hz, 1H), 4.61 (s, 2H), 3.80 (s, 2H), 1.89 (d, J = 4.9 Hz, 3H)
null
[('d', ['14.0Hz'], '2H', 7.31, 7.31), ('d', ['8.4Hz'], '1H', 6.96, 6.96), ('d', ['15.6Hz'], '1H', 6.57, 6.57), ('dd', ['15.2Hz', '6.5Hz'], '1H', 6.24, 6.24), ('s', [], '2H', 4.61, 4.61), ('s', [], '2H', 3.8, 3.8), ('d', ['4.9Hz'], '3H', 1.89, 1.89)]
12
8
12
10.1021_acs.orglett.8b00533
C/C=C/c1ccc(OC)c(OC)c1C(=O)OCCCl
18
18
[0.11829045 0.12714845 0.32428771 0.19628908]
[0.11525736 0.21757814 0.88161773 0.25898438]
1H NMR
400 MHz
CDCl3
7.19 (d, J = 8.6 Hz, 1H), 6.91 (d, J = 8.5 Hz, 1H), 6.34 (d, J = 15.6 Hz, 1H), 6.09 (td, J = 13.1, 6.4 Hz, 1H), 4.60 (t, J = 5.5 Hz, 2H), 3.87 (s, 6H), 3.80 (t, J = 5.5 Hz, 2H), 1.84 (d, J = 5.5 Hz, 3H)
null
[('d', ['8.6Hz'], '1H', 7.19, 7.19), ('d', ['8.5Hz'], '1H', 6.91, 6.91), ('d', ['15.6Hz'], '1H', 6.34, 6.34), ('td', ['13.1Hz', '6.4Hz'], '1H', 6.09, 6.09), ('t', ['5.5Hz'], '2H', 4.6, 4.6), ('s', [], '6H', 3.87, 3.87), ('t', ['5.5Hz'], '2H', 3.8, 3.8), ('d', ['5.5Hz'], '3H', 1.84, 1.84)]
17
9
17
10.1021_acs.orglett.8b00533
C/C=C/c1ccc(OC)c(OC)c1C(=O)OCCCl
18
18
[0.11829045 0.12714845 0.32428771 0.19628908]
[0.11525736 0.21757814 0.88161773 0.25898438]
13C NMR
101 MHz
CDCl3
167.3, 151.2, 145.8, 128.7, 127.5, 127.0, 126.8, 121.3, 114.0, 64.8, 61.5, 56.0, 41.3, 18.6
null
[(167.3, None, None), (151.2, None, None), (145.8, None, None), (128.7, None, None), (127.5, None, None), (127.0, None, None), (126.8, None, None), (121.3, None, None), (114.0, None, None), (64.8, None, None), (61.5, None, None), (56.0, None, None), (41.3, None, None), (18.6, None, None)]
14
14
14
10.1021_acs.orglett.8b00533
COC(=O)c1c(OC)ccc(OC)c1C/C=C/c1ccccc1
20
21
[0.11778494 0.77734383 0.29016545 0.8742188 ]
[0.11525736 0.11025391 0.8826287 0.1522461 ]
1H NMR
500 MHz
CDCl3
7.32-7.29 (m, 2H), 7.27-7.22 (m, 2H), 7.17-7.13 (m, 1H), 6.85 (d, J = 9.0 Hz, 1H), 6.75 (d, J = 9.0 Hz, 1H), 6.38 (d, J = 15.8 Hz, 1H), 6.25 (dt, J = 15.8, 6.6 Hz, 1H), 3.86 (s, 3H), 3.78 (d, J = 7.8 Hz, 6H), 3.49 (dd, J = 6.6, 1.2 Hz, 2H)
null
[('m', [], '2H', 7.32, 7.29), ('m', [], '2H', 7.27, 7.22), ('m', [], '1H', 7.17, 7.13), ('d', ['9.0Hz'], '1H', 6.85, 6.85), ('d', ['9.0Hz'], '1H', 6.75, 6.75), ('d', ['15.8Hz'], '1H', 6.38, 6.38), ('dt', ['15.8Hz', '6.6Hz'], '1H', 6.25, 6.25), ('s', [], '3H', 3.86, 3.86), ('d', ['7.8Hz'], '6H', 3.78, 3.78), ('dd', ['6....
20
11
20
10.1021_acs.orglett.8b00533
COC(=O)c1c(OC)ccc(OC)c1C/C=C/c1ccccc1
20
21
[0.11778494 0.77734383 0.29016545 0.8742188 ]
[0.11525736 0.11025391 0.8826287 0.1522461 ]
13C NMR
101 MHz
CDCl3
168.3, 151.6, 150.1, 137.6, 130.6, 128.9, 128.3, 128.1, 127.8, 127.0, 126.9, 126.0, 125.0, 112.3, 109.7, 56.3, 56.2, 52.2, 30.9
null
[(168.3, None, None), (151.6, None, None), (150.1, None, None), (137.6, None, None), (130.6, None, None), (128.9, None, None), (128.3, None, None), (128.1, None, None), (127.8, None, None), (127.0, None, None), (126.9, None, None), (126.0, None, None), (125.0, None, None), (112.3, None, None), (109.7, None, None), (56....
19
17
19
10.1021_acs.orglett.8b00533
COC(=O)c1c(OC)ccc(OC)c1CC=Cc1ccccc1F
21
21
[0.11778494 0.36347657 0.29016545 0.46015626]
[0.11500461 0.48203127 0.88363977 0.5226563 ]
1H NMR
400 MHz
CDCl3
7.39 (td, J = 7.7, 1.5 Hz, 1H), 7.13 (td, J = 7.3, 1.5 Hz, 1H), 7.04-6.94 (m, 2H), 6.86 (d, J = 9.0 Hz, 1H), 6.76 (d, J = 9.0 Hz, 1H), 6.57 (d, J = 16.0 Hz, 1H), 6.31 (dt, J = 15.9, 6.8 Hz, 1H), 3.89 (s, 3H), 3.79 (d, J = 10.5 Hz, 6H), 3.51 (d, J = 6.0 Hz, 2H)
null
[('td', ['7.7Hz', '1.5Hz'], '1H', 7.39, 7.39), ('td', ['7.3Hz', '1.5Hz'], '1H', 7.13, 7.13), ('m', [], '2H', 7.04, 6.94), ('d', ['9.0Hz'], '1H', 6.86, 6.86), ('d', ['9.0Hz'], '1H', 6.76, 6.76), ('d', ['16.0Hz'], '1H', 6.57, 6.57), ('dt', ['15.9Hz', '6.8Hz'], '1H', 6.31, 6.31), ('s', [], '3H', 3.89, 3.89), ('d', ['10.5H...
19
12
19
10.1021_acs.orglett.8b00533
COC(=O)c1c(OC)ccc(OC)c1CC=Cc1cc(OC)ccc1OC
21
22
[0.11753218 0.78671881 0.29092372 0.88359378]
[0.11525736 0.11035157 0.88363977 0.15214845]
1H NMR
400 MHz
CDCl3
6.94 (s, 1H), 6.85 (d, J = 8.9 Hz, 1H), 6.79-6.69 (m, 4H), 6.27-6.14 (m, 1H), 3.89 (s, 3H), 3.77 (t, J = 11.6 Hz, 12H), 3.51 (d, J = 6.4 Hz, 2H)
null
[('s', [], '1H', 6.94, 6.94), ('d', ['8.9Hz'], '1H', 6.85, 6.85), ('m', [], '4H', 6.79, 6.69), ('m', [], '1H', 6.27, 6.14), ('s', [], '3H', 3.89, 3.89), ('t', ['11.6Hz'], '12H', 3.77, 3.77), ('d', ['6.4Hz'], '2H', 3.51, 3.51)]
24
13
24
10.1021_acs.orglett.8b00533
COC(=O)c1c(OC)ccc(OC)c1CC=Cc1cc(OC)ccc1OC
21
22
[0.11753218 0.78671881 0.29092372 0.88359378]
[0.11525736 0.11035157 0.88363977 0.15214845]
13C NMR
101 MHz
CDCl3
168.3, 153.6, 151.6, 150.8, 150.1, 128.6, 127.6, 127.3, 125.2, 112.9, 112.3, 112.2, 111.7, 109.6, 56.3, 56.2, 55.7, 52.1, 31.5
null
[(168.3, None, None), (153.6, None, None), (151.6, None, None), (150.8, None, None), (150.1, None, None), (128.6, None, None), (127.6, None, None), (127.3, None, None), (125.2, None, None), (112.9, None, None), (112.3, None, None), (112.2, None, None), (111.7, None, None), (109.6, None, None), (56.3, None, None), (56.2...
21
21
19
10.1021_acs.orglett.8b00533
C/C=C/c1cccc(OC)c1C(=O)O
22
22
[0.11803769 0.34687501 0.22065717 0.41640627]
[0.11525736 0.43789064 0.88060666 0.47851566]
1H NMR
400 MHz
CDCl3
7.32 (t, J = 8.0 Hz, 1H), 7.14 (d, J = 7.8 Hz, 1H), 6.82 (d, J = 8.3 Hz, 1H), 6.65 (d, J = 15.6 Hz, 1H), 6.31-6.22 (m, 1H), 3.89 (s, 3H), 1.90 (dd, J = 6.6, 1.2 Hz, 3H)
null
[('t', ['8.0Hz'], '1H', 7.32, 7.32), ('d', ['7.8Hz'], '1H', 7.14, 7.14), ('d', ['8.3Hz'], '1H', 6.82, 6.82), ('d', ['15.6Hz'], '1H', 6.65, 6.65), ('m', [], '1H', 6.31, 6.22), ('s', [], '3H', 3.89, 3.89), ('dd', ['6.6Hz', '1.2Hz'], '3H', 1.9, 1.9)]
12
8
11
10.1021_acs.orglett.8b00533
C/C=C/c1cccc(OC)c1C(=O)O
22
22
[0.11803769 0.34687501 0.22065717 0.41640627]
[0.11525736 0.43789064 0.88060666 0.47851566]
13C NMR
101 MHz
CDCl3
171.5, 156.6, 137.9, 130.9, 129.5, 127.8, 118.5, 113.9, 109.3, 56.1, 18.7
null
[(171.5, None, None), (156.6, None, None), (137.9, None, None), (130.9, None, None), (129.5, None, None), (127.8, None, None), (118.5, None, None), (113.9, None, None), (109.3, None, None), (56.1, None, None), (18.7, None, None)]
11
11
11
10.1021_acs.orglett.8b00533
CC=CCc1c(OC)ccc(OC)c1C(=O)O
22
22
[0.11803769 0.69062505 0.24163604 0.78671881]
[0.11475184 0.80937503 0.8841453 0.85000002]
1H NMR
400 MHz
CDCl3
6.88 (d, J = 12 Hz, 1H), 6.77 (d, J = 8 Hz, 1H), 5.49 (m, 2H), 3.81 (d, J = 8 Hz, 6H), 3.49 (d, J = 4 Hz, 2H), 1.75 (d, J = 4 Hz, 3H)
E isomer
[('d', ['12Hz'], '1H', 6.88, 6.88), ('d', ['8Hz'], '1H', 6.77, 6.77), ('m', [], '2H', 5.49, 5.49), ('d', ['8Hz'], '6H', 3.81, 3.81), ('d', ['4Hz'], '2H', 3.49, 3.49), ('d', ['4Hz'], '3H', 1.75, 1.75)]
16
9
15
10.1039_d0qo01638a
c1(C(C)(C)C)cc([C@@]2(P(=O)(c3ccccc3)c3ccccc3)C(=O)Nc3ccccc32)cc(C(C)(C)C)c1O
2
2
[0.15105939 0.14160157 0.30156646 0.24921876]
[0.14636467 0.13867188 0.84946742 0.4292969 ]
1H NMR
500 MHz
CDCl3
8.34 (s, 1H), 7.87-7.78 (m, 2H), 7.57-7.46 (m, 6H), 7.39-7.33 (m, 3H), 7.23 (td, J = 7.8, 3.2 Hz, 2H), 7.18 (t, J = 7.7 Hz, 1H), 7.03 (t, J = 7.4 Hz, 1H), 6.68 (d, J = 7.7 Hz, 1H), 5.17 (s, 1H), 1.30 (s, 18H)
null
[('s', [], '1H', 8.34, 8.34), ('m', [], '2H', 7.87, 7.78), ('m', [], '6H', 7.57, 7.46), ('m', [], '3H', 7.39, 7.33), ('td', ['7.8Hz', '3.2Hz'], '2H', 7.23, 7.23), ('t', ['7.7Hz'], '1H', 7.18, 7.18), ('t', ['7.4Hz'], '1H', 7.03, 7.03), ('d', ['7.7Hz'], '1H', 6.68, 6.68), ('s', [], '1H', 5.17, 5.17), ('s', [], '18H', 1.3...
36
11
36
10.1039_d0qo01638a
c1(C(C)(C)C)cc([C@@]2(P(=O)(c3ccccc3)c3ccccc3)C(=O)Nc3ccccc32)cc(C(C)(C)C)c1O
2
2
[0.15105939 0.14160157 0.30156646 0.24921876]
[0.14636467 0.13867188 0.84946742 0.4292969 ]
13C NMR
126 MHz
CDCl3
174.93, 153.37 (d, J = 2.5 Hz), 140.82 (d, J = 6.2 Hz), 135.30 (d, J = 1.7 Hz), 133.45 (d, J = 8.7 Hz), 132.27 (d, J = 9.0 Hz), 131.85 (d, J = 2.8 Hz), 131.79 (d, J = 2.7 Hz), 130.18 (d, J = 86.5 Hz), 129.39 (d, J = 88.6 Hz), 128.66 (d, J = 1.2 Hz), 128.63, 127.82 (d, J = 7.2 Hz), 127.73 (d, J = 7.0 Hz), 126.57 (d, J =...
null
[(174.93, None, None), (153.37, 'd', 2.5), (140.82, 'd', 6.2), (135.3, 'd', 1.7), (133.45, 'd', 8.7), (132.27, 'd', 9.0), (131.85, 'd', 2.8), (131.79, 'd', 2.7), (130.18, 'd', 86.5), (129.39, 'd', 88.6), (128.66, 'd', 1.2), (128.63, None, None), (127.82, 'd', 7.2), (127.73, 'd', 7.0), (126.57, 'd', 4.3), (125.62, 'd', ...
34
18
22
10.1039_d0qo01638a
c1(C(C)(C)C)cc([C@@]2(P(=O)(c3ccccc3)c3ccccc3)C(=O)Nc3ccccc32)cc(C(C)(C)C)c1O
2
2
[0.15105939 0.14160157 0.30156646 0.24921876]
[0.14636467 0.13867188 0.84946742 0.4292969 ]
31P NMR
202 MHz
CDCl3
28.80
null
[(28.8, None, None)]
1
1
1
10.1039_d0qo01638a
c1(C(C)(C)C)cc([C@]2(P(=O)(c3ccc(F)cc3)c3ccc(F)cc3)C(=O)Nc3ccccc32)cc(C(C)(C)C)c1O
2
2
[0.15133554 0.49921879 0.35458912 0.60703127]
[0.37060639 0.49648439 0.84781045 0.6199219 ]
1H NMR
500 MHz
CDCl3
7.94 (ddd, J = 10.5, 8.7, 5.8 Hz, 2H), 7.70 (d, J = 9.3 Hz, 2H), 7.55 (d, J = 1.6 Hz, 2H), 7.47 (ddd, J = 10.7, 8.7, 5.7 Hz, 2H), 7.22 (t, J = 7.7 Hz, 1H), 7.12-7.03 (m, 3H), 6.94 (td, J = 8.7, 2.2 Hz, 2H), 6.69 (d, J = 7.8 Hz, 1H), 5.17 (s, 1H), 1.31 (s, 18H)
null
[('ddd', ['10.5Hz', '8.7Hz', '5.8Hz'], '2H', 7.94, 7.94), ('d', ['9.3Hz'], '2H', 7.7, 7.7), ('d', ['1.6Hz'], '2H', 7.55, 7.55), ('ddd', ['10.7Hz', '8.7Hz', '5.7Hz'], '2H', 7.47, 7.47), ('t', ['7.7Hz'], '1H', 7.22, 7.22), ('m', [], '3H', 7.12, 7.03), ('td', ['8.7Hz', '2.2Hz'], '2H', 6.94, 6.94), ('d', ['7.8Hz'], '1H', 6...
34
10
34
10.1039_d0qo01638a
c1(C(C)(C)C)cc([C@]2(P(=O)(c3ccc(F)cc3)c3ccc(F)cc3)C(=O)Nc3ccccc32)cc(C(C)(C)C)c1O
2
2
[0.15133554 0.49921879 0.35458912 0.60703127]
[0.37060639 0.49648439 0.84781045 0.6199219 ]
13C NMR
126 MHz
CDCl3
174.96, 166.05 (dd, J = 15.4, 3.2 Hz), 164.03 (dd, J = 15.4, 3.4 Hz), 153.43 (d, J = 2.3 Hz), 140.62 (d, J = 6.3 Hz), 135.94 (t, J = 9.4 Hz), 135.58 (d, J = 1.5 Hz), 134.69 (t, J = 9.5 Hz), 128.84 (d, J = 1.5 Hz), 128.56 (d, J = 2.6 Hz), 126.49 (d, J = 4.1 Hz), 126.00 (dd, J = 86.3, 3.0 Hz), 125.35 (d, J = 4.9 Hz), 125...
null
[(174.96, None, None), (166.05, 'dd', [15.4, 3.2]), (164.03, 'dd', [15.4, 3.4]), (153.43, 'd', 2.3), (140.62, 'd', 6.3), (135.94, 't', 9.4), (135.58, 'd', 1.5), (134.69, 't', 9.5), (128.84, 'd', 1.5), (128.56, 'd', 2.6), (126.49, 'd', 4.1), (126.0, 'dd', [86.3, 3.0]), (125.35, 'd', 4.9), (125.19, 'dd', [89.7, 3.5]), (1...
34
18
22
10.1039_d0qo01638a
c1(C(C)(C)C)cc([C@]2(P(=O)(c3ccc(F)cc3)c3ccc(F)cc3)C(=O)Nc3ccccc32)cc(C(C)(C)C)c1O
2
2
[0.15133554 0.49921879 0.35458912 0.60703127]
[0.37060639 0.49648439 0.84781045 0.6199219 ]
31P NMR
202 MHz
CDCl3
28.15
null
[(28.15, None, None)]
1
1
1
10.1039_d0qo01638a
c1(C(C)(C)C)cc([C@]2(P(=O)(c3ccc(F)cc3)c3ccc(F)cc3)C(=O)Nc3ccccc32)cc(C(C)(C)C)c1O
2
2
[0.15133554 0.49921879 0.35458912 0.60703127]
[0.37060639 0.49648439 0.84781045 0.6199219 ]
19F NMR
471 MHz
CDCl3
-106.27 (d, J = 3.8 Hz),-106.51 (d, J = 4.6 Hz)
null
[(-106.27, 'd', 3.8), (-106.51, 'd', 4.6)]
2
1
2
10.1039_d0qo01638a
c1(C(C)(C)C)cc([C@@]2(P(=O)(c3cccc(F)c3)c3cccc(F)c3)C(=O)Nc3ccccc32)cc(C(C)(C)C)c1O
3
3
[0.1516117 0.12851563 0.32973474 0.24296876]
[0.34575201 0.12949219 0.84836274 0.25234376]
1H NMR
500 MHz
CDCl3
7.81 (s, 1H), 7.74-7.60 (m, 3H), 7.56 (d, J = 1.8 Hz, 2H), 7.41-7.34 (m, 1H), 7.34-7.27 (m, 1H), 7.26-7.15 (m, 4H), 7.10 (t, J = 7.9 Hz, 2H), 6.72 (d, J = 7.8 Hz, 1H), 5.18 (s, 1H), 1.32 (s, 18H)
null
[('s', [], '1H', 7.81, 7.81), ('m', [], '3H', 7.74, 7.6), ('d', ['1.8Hz'], '2H', 7.56, 7.56), ('m', [], '1H', 7.41, 7.34), ('m', [], '1H', 7.34, 7.27), ('m', [], '4H', 7.26, 7.15), ('t', ['7.9Hz'], '2H', 7.1, 7.1), ('d', ['7.8Hz'], '1H', 6.72, 6.72), ('s', [], '1H', 5.18, 5.18), ('s', [], '18H', 1.32, 1.32)]
34
12
34
10.1039_d0qo01638a
c1(C(C)(C)C)cc([C@@]2(P(=O)(c3cccc(F)c3)c3cccc(F)c3)C(=O)Nc3ccccc32)cc(C(C)(C)C)c1O
3
3
[0.1516117 0.12851563 0.32973474 0.24296876]
[0.34575201 0.12949219 0.84836274 0.25234376]
13C NMR
126 MHz
DMSO-d6
174.30, 162.46 (t, J = 16.6 Hz), 160.49 (t, J = 16.8 Hz), 153.05 (d, J = 2.5 Hz), 141.41 (d, J = 6.5 Hz), 135.56, 132.42 (dd, J = 87.7, 5.4 Hz), 131.64 (dd, J = 91.4, 5.7 Hz), 129.44 (d, J = 7.5 Hz), 129.36, 129.27 (d, J = 7.4 Hz), 128.80 (dd, J = 8.3, 2.9 Hz), 128.55 (d, J = 1.5 Hz), 127.91 (d, J = 2.4 Hz), 127.49 (dd...
null
[(174.3, None, None), (162.46, 't', 16.6), (160.49, 't', 16.8), (153.05, 'd', 2.5), (141.41, 'd', 6.5), (135.56, None, None), (132.42, 'dd', [87.7, 5.4]), (131.64, 'dd', [91.4, 5.7]), (129.44, 'd', 7.5), (129.36, None, None), (129.27, 'd', 7.4), (128.8, 'dd', [8.3, 2.9]), (128.55, 'd', 1.5), (127.91, 'd', 2.4), (127.49...
34
20
26
10.1039_d0qo01638a
c1(C(C)(C)C)cc([C@@]2(P(=O)(c3cccc(F)c3)c3cccc(F)c3)C(=O)Nc3ccccc32)cc(C(C)(C)C)c1O
3
3
[0.1516117 0.12851563 0.32973474 0.24296876]
[0.34575201 0.12949219 0.84836274 0.25234376]
31P NMR
202 MHz
CDCl3
26.85 (t, J = 5.7 Hz)
null
[(26.85, 't', 5.7)]
1
1
1
10.1039_d0qo01638a
c1(C(C)(C)C)cc([C@@]2(P(=O)(c3cccc(F)c3)c3cccc(F)c3)C(=O)Nc3ccccc32)cc(C(C)(C)C)c1O
3
3
[0.1516117 0.12851563 0.32973474 0.24296876]
[0.34575201 0.12949219 0.84836274 0.25234376]
19F NMR
471 MHz
CDCl3
-111.29 (d, J = 5.7 Hz),-111.51 (d, J = 5.9 Hz)
null
[(-111.29, 'd', 5.7), (-111.51, 'd', 5.9)]
2
1
2
10.1039_d0qo01638a
c1(C(C)(C)C)cc([C@@]2(P(=O)(c3ccc(Cl)cc3)c3ccc(Cl)cc3)C(=O)Nc3ccccc32)cc(C(C)(C)C)c1O
3
3
[0.15133554 0.57343754 0.35900769 0.68046878]
[0.37557727 0.57031254 0.84725811 0.69375001]
1H NMR
500 MHz
CDCl3
9.03 (s, 1H), 7.80 (dd, J = 10.5, 8.6 Hz, 2H), 7.65 (d, J = 7.4 Hz, 1H), 7.55 (d, J = 1.0 Hz, 2H), 7.44 (dd, J = 10.6, 8.5 Hz, 2H), 7.35 (dd, J = 8.5, 2.2 Hz, 2H), 7.20 (dd, J = 8.5, 2.2 Hz, 2H), 7.17 (t, J = 7.7 Hz, 1H), 7.05 (t, J = 7.6 Hz, 1H), 6.65 (d, J = 7.7 Hz, 1H), 5.23 (s, 1H), 1.31 (s, 18H)
null
[('s', [], '1H', 9.03, 9.03), ('dd', ['10.5Hz', '8.6Hz'], '2H', 7.8, 7.8), ('d', ['7.4Hz'], '1H', 7.65, 7.65), ('d', ['1.0Hz'], '2H', 7.55, 7.55), ('dd', ['10.6Hz', '8.5Hz'], '2H', 7.44, 7.44), ('dd', ['8.5Hz', '2.2Hz'], '2H', 7.35, 7.35), ('dd', ['8.5Hz', '2.2Hz'], '2H', 7.2, 7.2), ('t', ['7.7Hz'], '1H', 7.17, 7.17), ...
34
10
34
10.1039_d0qo01638a
c1(C(C)(C)C)cc([C@@]2(P(=O)(c3ccc(Cl)cc3)c3ccc(Cl)cc3)C(=O)Nc3ccccc32)cc(C(C)(C)C)c1O
3
3
[0.15133554 0.57343754 0.35900769 0.68046878]
[0.37557727 0.57031254 0.84725811 0.69375001]
13C NMR
126 MHz
CDCl3
174.86, 153.49 (d, J = 2.5 Hz), 140.88 (d, J = 6.3 Hz), 138.78 (d, J = 3.5 Hz), 138.69 (d, J = 3.4 Hz), 135.59 (d, J = 1.8 Hz), 134.72 (d, J = 9.7 Hz), 133.52 (d, J = 9.8 Hz), 128.91 (d, J = 1.7 Hz), 128.47 (d, J = 3.0 Hz), 128.41 (d, J = 64.5 Hz), 128.28 (d, J = 2.0 Hz), 128.18 (d, J = 2.4 Hz), 127.61 (d, J = 68.4 Hz)...
null
[(174.86, None, None), (153.49, 'd', 2.5), (140.88, 'd', 6.3), (138.78, 'd', 3.5), (138.69, 'd', 3.4), (135.59, 'd', 1.8), (134.72, 'd', 9.7), (133.52, 'd', 9.8), (128.91, 'd', 1.7), (128.47, 'd', 3.0), (128.41, 'd', 64.5), (128.28, 'd', 2.0), (128.18, 'd', 2.4), (127.61, 'd', 68.4), (126.25, 'd', 4.3), (125.39, 'd', 4...
34
18
22
10.1039_d0qo01638a
c1(C(C)(C)C)cc([C@@]2(P(=O)(c3ccc(Cl)cc3)c3ccc(Cl)cc3)C(=O)Nc3ccccc32)cc(C(C)(C)C)c1O
3
3
[0.15133554 0.57343754 0.35900769 0.68046878]
[0.37557727 0.57031254 0.84725811 0.69375001]
31P NMR
202 MHz
CDCl3
27.99
null
[(27.99, None, None)]
1
1
1