Mayr's Database Of Reactivity Parameters
AK Prof. Mayr

Enamines, Enamides and Ynamides

For reactivities of structurally related compounds go to: Nucleophiles » C-Nucleophiles
Found 49 Molecules.
Molecule Solvent Reactivity Parameters Classification Reference (sort by title or year)
image of molecule

(2S,5S)-5-benzyl-2-(tert-butyl)-3-methyl-1-((E)-styryl)imidazolidin-4-one
MeCNN  Parameter: 5.80
sN Parameter: 0.87
***Angew. Chem. Int. Ed. 2012, 51, 5739-5742
DOI: 10.1002/anie.201201240
image of molecule

(bis(trimethylsiloxy)amino)styrene
dichloromethaneN  Parameter: 4.80
sN Parameter: 0.86
*J. Org. Chem. 2001, 66, 3196-3200
DOI: 10.1021/jo0015927
image of molecule

(cyclohexen-1-yl)prolinate (in MeCN)
MeCNN  Parameter: 18.86
sN Parameter: 0.70
***Angew. Chem. Int. Ed. 2010, 49, 9526-9529
DOI: 10.1002/anie.201004344
image of molecule

(E)-1-(N-morpholino)propene
dichloromethaneN  Parameter: 12.06
sN Parameter: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
DOI: 10.1002/chem.200204666
image of molecule

(E)-1-styryl-2-(triphenylsilyl)pyrrolidine (in CH2Cl2)
dichloromethaneN  Parameter: 11.77
sN Parameter: 0.98
***J. Am. Chem. Soc. 2014, 136, 14263-14269
DOI: 10.1021/ja508065e
image of molecule

(E)-1-styryl-2-tritylpyrrolidine (in CH2Cl2)
dichloromethaneN  Parameter: 10.19
sN Parameter: 1.06
***J. Am. Chem. Soc. 2014, 136, 14263-14269
DOI: 10.1021/ja508065e
image of molecule

(E)-1-styrylpyrrolidine
MeCNN  Parameter: 12.25
sN Parameter: 0.99
***Angew. Chem. Int. Ed. 2012, 51, 5739-5742
DOI: 10.1002/anie.201201240
image of molecule

(E)-1-styrylpyrrolidine (in CH2Cl2)
dichloromethaneN  Parameter: 12.26
sN Parameter: 0.93
***J. Am. Chem. Soc. 2014, 136, 14263-14269
DOI: 10.1021/ja508065e
image of molecule

(E)-beta-(N-morpholino)styrene
dichloromethaneN  Parameter: 10.76
sN Parameter: 0.87
***Chem. Eur. J. 2003, 9, 2209-2218
DOI: 10.1002/chem.200204666
image of molecule

(S,E)-2-(diphenyl(trimethylsiloxy)methyl)-1-styrylpyrrolidine
MeCNN  Parameter: 10.56
sN Parameter: 1.01
***Angew. Chem. Int. Ed. 2012, 51, 5739-5742
DOI: 10.1002/anie.201201240
image of molecule

(S,E)-3-benzyl-1-methyl-4-styryl-1,4-diazaspiro[4.4]nonan-2-one
MeCNN  Parameter: 7.92
sN Parameter: 1.07
***Angew. Chem. Int. Ed. 2012, 51, 5739-5742
DOI: 10.1002/anie.201201240
image of molecule

(S,E)-5-benzyl-2,2,3-trimethyl-1-styrylimidazolidin-4-one
MeCNN  Parameter: 7.20
sN Parameter: 1.14
***Angew. Chem. Int. Ed. 2012, 51, 5739-5742
DOI: 10.1002/anie.201201240
image of molecule

(Z)-1-(N-morpholino)propene
dichloromethaneN  Parameter: 12.26
sN Parameter: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
DOI: 10.1002/chem.200204666
image of molecule

1-(1-cyclohexenyl)-4-methylpiperazine
dichloromethaneN  Parameter: 12.51
sN Parameter: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
DOI: 10.1002/chem.200204666
image of molecule

1-(N-morpholino)cyclohexene
dichloromethaneN  Parameter: 11.40
sN Parameter: 0.83
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
DOI: 10.1021/ja010890y
image of molecule

1-(N-morpholino)cyclopentene
dichloromethaneN  Parameter: 13.41
sN Parameter: 0.82
***Chem. Eur. J. 2003, 9, 2209-2218
DOI: 10.1002/chem.200204666
image of molecule

1-(N-piperidino)cyclohexene
dichloromethaneN  Parameter: 13.36
sN Parameter: 0.81
*****J. Am. Chem. Soc. 2001, 123, 9500-9512
DOI: 10.1021/ja010890y
image of molecule

1-(N-piperidino)cyclohexene (in MeCN)
MeCNN  Parameter: 14.02
sN Parameter: 0.76
***J. Am. Chem. Soc. 2013, 135, 6579-6587
DOI: 10.1021/ja401106x
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1-(N-piperidino)cyclopentene
dichloromethaneN  Parameter: 15.06
sN Parameter: 0.82
***Chem. Eur. J. 2003, 9, 2209-2218
DOI: 10.1002/chem.200204666
image of molecule

1-(N-pyrrolidino)cyclohexene
dichloromethaneN  Parameter: 14.91
sN Parameter: 0.86
***Chem. Eur. J. 2003, 9, 2209-2218
DOI: 10.1002/chem.200204666
image of molecule

1-(N-pyrrolidino)cyclohexene (in MeCN)
MeCNN  Parameter: 16.42
sN Parameter: 0.70
***Angew. Chem. Int. Ed. 2010, 49, 9526-9529
DOI: 10.1002/anie.201004344
image of molecule

1-(N-pyrrolidino)cyclopentene
dichloromethaneN  Parameter: 15.91
sN Parameter: 0.86
***Chem. Eur. J. 2003, 9, 2209-2218
DOI: 10.1002/chem.200204666
image of molecule

1-(phenylethynyl)pyrrolidin-2-one
dichloromethaneN  Parameter: 3.12
sN Parameter: 0.85
*Angew. Chem. Int. Ed. 2014, 53, 4968-4971
DOI: 10.1002/anie.201402055
image of molecule

1-(phenylmethylamino)cyclohexene
dichloromethaneN  Parameter: 10.73
sN Parameter: 0.81
***Chem. Eur. J. 2003, 9, 2209-2218
DOI: 10.1002/chem.200204666
image of molecule

1-(phenylmethylamino)cyclopentene
dichloromethaneN  Parameter: 12.90
sN Parameter: 0.79
***Chem. Eur. J. 2003, 9, 2209-2218
DOI: 10.1002/chem.200204666
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1-methyl-4-(N-morpholino)tetrahydropyridine
dichloromethaneN  Parameter: 12.03
sN Parameter: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
DOI: 10.1002/chem.200204666
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2-(bis(tert-butyldimethylsiloxy)amino)propene
dichloromethaneN  Parameter: 4.23
sN Parameter: 0.93
***J. Org. Chem. 2001, 66, 3196-3200
DOI: 10.1021/jo0015927
image of molecule

2-(bis(trimethylsiloxy)amino)propene
dichloromethaneN  Parameter: 4.76
sN Parameter: 0.86
***J. Org. Chem. 2001, 66, 3196-3200
DOI: 10.1021/jo0015927
image of molecule

4-(bis(trimethylsiloxy)amino)pent-4-enoic acid methyl ester
dichloromethaneN  Parameter: 3.84
sN Parameter: 0.87
***J. Org. Chem. 2001, 66, 3196-3200
DOI: 10.1021/jo0015927
image of molecule

4-methyl-N-(2-phenylethynyl)-N-(phenylmethyl)benzenesulfonamide
dichloromethaneN  Parameter: 3.85
sN Parameter: 0.84
***Angew. Chem. Int. Ed. 2014, 53, 4968-4971
DOI: 10.1002/anie.201402055
image of molecule

alpha-(N-morpholino)styrene
dichloromethaneN  Parameter: 9.96
sN Parameter: 0.79
***Chem. Eur. J. 2003, 9, 2209-2218
DOI: 10.1002/chem.200204666
image of molecule

benzyl (1-phenylvinyl)carbamate
MeCNN  Parameter: 6.21
sN Parameter: 0.87
***Chem. Eur. J. 2012, 18, 5732-5740
DOI: 10.1002/chem.201103519
image of molecule

ethyl (E)-3-(dimethylamino)acrylate
dichloromethaneN  Parameter: 9.43
sN Parameter: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
DOI: 10.1002/chem.200204666
image of molecule

ethyl (E)-3-(N-morpholino)acrylate
dichloromethaneN  Parameter: 8.52
sN Parameter: 0.80
*Chem. Eur. J. 2003, 9, 2209-2218
DOI: 10.1002/chem.200204666
image of molecule

methyl (cyclohexen-1-yl)prolinate (in MeCN)
MeCNN  Parameter: 14.96
sN Parameter: 0.68
***Angew. Chem. Int. Ed. 2010, 49, 9526-9529
DOI: 10.1002/anie.201004344
image of molecule

morpholinoisobutylene
dichloromethaneN  Parameter: 10.04
sN Parameter: 0.82
***Chem. Eur. J. 2003, 9, 2209-2218
DOI: 10.1002/chem.200204666
image of molecule

N-(1-(4-chlorophenyl)vinyl)acetamide
MeCNN  Parameter: 5.60
sN Parameter: 1.00
***Chem. Eur. J. 2012, 18, 5732-5740
DOI: 10.1002/chem.201103519
image of molecule

N-(1-(4-methoxyphenyl)vinyl)acetamide
MeCNN  Parameter: 7.06
sN Parameter: 0.85
***Chem. Eur. J. 2012, 18, 5732-5740
DOI: 10.1002/chem.201103519
image of molecule

N-(1-(naphthalen-2-yl)vinyl)acetamide
MeCNN  Parameter: 6.28
sN Parameter: 0.95
***Chem. Eur. J. 2012, 18, 5732-5740
DOI: 10.1002/chem.201103519
image of molecule

N-(1-(p-tolyl)vinyl)acetamide
MeCNN  Parameter: 6.57
sN Parameter: 0.91
**Chem. Eur. J. 2012, 18, 5732-5740
DOI: 10.1002/chem.201103519
image of molecule

N-(1-phenylvinyl)acetamide
MeCNN  Parameter: 5.73
sN Parameter: 0.97
***Chem. Eur. J. 2012, 18, 5732-5740
DOI: 10.1002/chem.201103519
image of molecule

N-(1-phenylvinyl)benzamide
MeCNN  Parameter: 5.44
sN Parameter: 1.00
*Chem. Eur. J. 2012, 18, 5732-5740
DOI: 10.1002/chem.201103519
image of molecule

N-(3,3-dimethylbut-1-en-2-yl)acetamide
MeCNN  Parameter: 4.61
sN Parameter: 0.98
***Chem. Eur. J. 2012, 18, 5732-5740
DOI: 10.1002/chem.201103519
image of molecule

N-(3,4-dihydronaphthalen-1-yl)acetamide
MeCNN  Parameter: 4.91
sN Parameter: 0.87
***Chem. Eur. J. 2012, 18, 5732-5740
DOI: 10.1002/chem.201103519
image of molecule

N-(cyclohex-1-en-1-yl)acetamide
MeCNN  Parameter: 5.64
sN Parameter: 0.79
***Chem. Eur. J. 2012, 18, 5732-5740
DOI: 10.1002/chem.201103519
image of molecule

N-(cyclopent-1-en-1-yl)acetamide
MeCNN  Parameter: 7.06
sN Parameter: 0.87
***Chem. Eur. J. 2012, 18, 5732-5740
DOI: 10.1002/chem.201103519
image of molecule

N-benzyl-N-((2-methoxyphenyl)ethynyl)-4-methylbenzenesulfonamide
dichloromethaneN  Parameter: 4.40
sN Parameter: 0.86
***Angew. Chem. Int. Ed. 2014, 53, 4968-4971
DOI: 10.1002/anie.201402055
image of molecule

N-benzyl-N-(but-1-yn-1-yl)-4-methylbenzenesulfonamide
dichloromethaneN  Parameter: 5.16
sN Parameter: 0.85
***Angew. Chem. Int. Ed. 2014, 53, 4968-4971
DOI: 10.1002/anie.201402055
image of molecule

N-vinylcarbazole
dichloromethaneN  Parameter: 5.02
sN Parameter: 0.94
**Macromolecules 2002, 35, 5454-5458
DOI: 10.1021/ma020306l