C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
tetrakis(5-methyl-furan-2-yl)borate![]() ![]() |
MeCN | N Param.: 9.09 sN Param.: 1.12 | ![]() ![]() ![]() | Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a |
(5-methyl-furan-2-yl)(1,1,1-tris(methoxy)ethane)borate![]() ![]() |
MeCN | N Param.: 12.55 sN Param.: 0.92 | ![]() ![]() ![]() | Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a |
N-(1-phenylvinyl)acetamide![]() ![]() |
MeCN | N Param.: 5.73 sN Param.: 0.97 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
N-(1-(p-tolyl)vinyl)acetamide![]() ![]() |
MeCN | N Param.: 6.57 sN Param.: 0.91 | ![]() ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
N-(1-(4-methoxyphenyl)vinyl)acetamide![]() ![]() |
MeCN | N Param.: 7.06 sN Param.: 0.85 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
N-(1-(4-chlorophenyl)vinyl)acetamide![]() ![]() |
MeCN | N Param.: 5.60 sN Param.: 1.00 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
benzyl (1-phenylvinyl)carbamate![]() ![]() |
MeCN | N Param.: 6.21 sN Param.: 0.87 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
N-(1-phenylvinyl)benzamide![]() ![]() |
MeCN | N Param.: 5.44 sN Param.: 1.00 | ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
N-(1-(naphthalen-2-yl)vinyl)acetamide![]() ![]() |
MeCN | N Param.: 6.28 sN Param.: 0.95 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
N-(3,4-dihydronaphthalen-1-yl)acetamide![]() ![]() |
MeCN | N Param.: 4.91 sN Param.: 0.87 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
N-(cyclohex-1-en-1-yl)acetamide![]() ![]() |
MeCN | N Param.: 5.64 sN Param.: 0.79 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
N-(cyclopent-1-en-1-yl)acetamide![]() ![]() |
MeCN | N Param.: 7.06 sN Param.: 0.87 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
N-(3,3-dimethylbut-1-en-2-yl)acetamide![]() ![]() |
MeCN | N Param.: 4.61 sN Param.: 0.98 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
(E)-1-styrylpyrrolidine (in MeCN)![]() ![]() |
MeCN | N Param.: 13.87 sN Param.: 0.76 | ![]() ![]() ![]() | Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 |
(S,E)-2-(diphenyl(trimethylsiloxy)methyl)-1-styrylpyrrolidine![]() ![]() |
MeCN | N Param.: 10.56 sN Param.: 1.01 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 5739-5742 10.1002/anie.201201240 |
(S,E)-5-benzyl-2,2,3-trimethyl-1-styrylimidazolidin-4-one![]() ![]() |
MeCN | N Param.: 7.20 sN Param.: 1.14 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 5739-5742 10.1002/anie.201201240 |
(S,E)-3-benzyl-1-methyl-4-styryl-1,4-diazaspiro[4.4]nonan-2-one![]() ![]() |
MeCN | N Param.: 7.92 sN Param.: 1.07 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 5739-5742 10.1002/anie.201201240 |
(2S,5S)-5-benzyl-2-(tert-butyl)-3-methyl-1-((E)-styryl)imidazolidin-4-one![]() ![]() |
MeCN | N Param.: 5.80 sN Param.: 0.87 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 5739-5742 10.1002/anie.201201240 |
MeO-Breslow 1a![]() ![]() |
THF | N Param.: 14.77 sN Param.: 0.80 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
MeO-Breslow 1b![]() ![]() |
THF | N Param.: 10.45 sN Param.: 0.81 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
MeO-Breslow 1c![]() ![]() |
THF | N Param.: 16.61 sN Param.: 0.68 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
MeO-Breslow 1e![]() ![]() |
THF | N Param.: 15.65 sN Param.: 0.52 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
Dexoxy Breslow intermediate 6![]() ![]() |
THF | N Param.: 15.58 sN Param.: 0.57 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
Desoxy Breslow intermediate 2a![]() ![]() |
THF | N Param.: 17.12 sN Param.: 0.80 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
Desoxy Breslow intermediate 2a![]() ![]() |
DMSO | N Param.: 17.41 sN Param.: 0.74 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
Desoxy Breslow intermediate 2a'![]() ![]() |
THF | N Param.: 14.45 sN Param.: 0.71 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
Desoxy Breslow intermediate 2b![]() ![]() |
THF | N Param.: 13.91 sN Param.: 0.64 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
Desoxy Breslow intermediate 2b'![]() ![]() |
THF | N Param.: 11.42 sN Param.: 0.70 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
Desoxy Breslow intermediate 2c'![]() ![]() |
THF | N Param.: 12.75 sN Param.: 0.71 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
1-(perfluorophenyl)-1-(trimethylsiloxy)ethene![]() ![]() |
dichloromethane | N Param.: 1.47 sN Param.: 0.89 | ![]() ![]() ![]() | Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w |
3,3,3-trifluoro-2-(trimethylsiloxy)propene![]() ![]() |
dichloromethane | N Param.: -2.94 sN Param.: 1.11 | ![]() ![]() ![]() | Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w |
(3,3,4,4,5,5,6,6,7,7,7-undecafluoro)-2-(trimethylsiloxy)hept-1-ene![]() ![]() |
dichloromethane | N Param.: -3.52 sN Param.: 1.17 | ![]() ![]() ![]() | Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w |
2-(triphenylsiloxy)propene![]() ![]() |
dichloromethane | N Param.: 4.46 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
3-methyl-2-(trimethylsiloxy)but-1-ene![]() ![]() |
dichloromethane | N Param.: 5.41 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
2-(tert.butyldimethylsiloxy)propene![]() ![]() |
dichloromethane | N Param.: 5.58 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
n-butyl vinyl ether![]() ![]() |
dichloromethane | N Param.: 3.76 sN Param.: 0.91 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2-PhCH(-)CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 27.54 sN Param.: 0.57 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 |
2-(3-Cl-C6H4)CH(-)CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 27.57 sN Param.: 0.53 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 |
2-(4-Br-C6H4)CH(-)CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 27.62 sN Param.: 0.53 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 |
2-(4-CN-C6H4)CH(-)CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 23.64 sN Param.: 0.65 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 |
2-(4-NO2-C6H4)CH(-)CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 20.00 sN Param.: 0.71 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 |
2-(pyrid-4-yl)CH(-)CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 23.27 sN Param.: 0.70 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2013, , 4255-4261 10.1002/ejoc.201300265 |
potassium trifluoro(1-methyl-1H-indol-2-yl)borate![]() ![]() |
MeCN | N Param.: 9.55 sN Param.: 1.16 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 |
potassium trifluoro(1-methyl-1H-indol-5-yl)borate![]() ![]() |
MeCN | N Param.: 8.77 sN Param.: 1.09 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 |
potassium (1-(tert-butoxycarbonyl)-1H-indol-2-yl)trifluoroborate![]() ![]() |
MeCN | N Param.: 6.46 sN Param.: 0.96 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 |
potassium (1-(tert-butoxycarbonyl)-5-methoxy-1H-indol-2-yl)trifluoroborate![]() ![]() |
MeCN | N Param.: 7.10 sN Param.: 1.18 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 |
potassium (1-(tert-butoxycarbonyl)-1H-indol-3-yl)trifluoroborate![]() ![]() |
MeCN | N Param.: 4.06 sN Param.: 0.79 | ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 |
tert-butyl indole-1-carboxylate![]() ![]() |
MeCN | N Param.: 1.68 sN Param.: 1.26 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 |
potassium trifluoro(furan-2-yl)borate![]() ![]() |
MeCN | N Param.: 5.99 sN Param.: 0.79 | ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 |
potassium trifluoro(furan-3-yl)borate![]() ![]() |
MeCN | N Param.: 6.83 sN Param.: 0.93 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 |