C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
(5-methyl-furan-2-yl) pinacol boronate | MeCN | N Param.: 2.90 sN Param.: 0.98 | Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a | |
(5-methyl-furan-2-yl) MDA boronate | MeCN | N Param.: 6.38 sN Param.: 0.86 | Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a | |
(5-methyl-furan-2-yl) MIDA boronate | MeCN | N Param.: 1.84 sN Param.: 1.26 | Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a | |
(5-methyl-furan-2-yl) trifluoroborate | MeCN | N Param.: 7.66 sN Param.: 1.04 | Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a | |
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 | |
(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 | |
n-butyl vinyl ether | dichloromethane | N Param.: 3.76 sN Param.: 0.91 | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
1-(trimethylsiloxy)cyclopentene (in MeCN) | MeCN | N Param.: 6.43 sN Param.: 0.89 | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 | |
1,3-dimesityl-1H-imidazol-3-ium-2-ide (in THF) | THF | N Param.: 21.72 sN Param.: 0.45 | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 | |
1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-ide (in THF) | THF | N Param.: 23.35 sN Param.: 0.40 | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 | |
1,3,4-triphenyl-1H-1,2,4-triazol-4-ium-5-ide (in THF) | THF | N Param.: 14.07 sN Param.: 0.84 | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 | |
Me2S=CH-CO2Et (in DMSO) | DMSO | N Param.: 15.85 sN Param.: 0.61 | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 | |
Me2S=CH-CN (in DMSO) | DMSO | N Param.: 16.23 sN Param.: 0.60 | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 | |
MeSO2-CH-CO2Et (in DMSO) | DMSO | N Param.: 18.00 sN Param.: 0.66 | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 | |
MeSO-CH-CO2Et (in DMSO) | DMSO | N Param.: 20.61 sN Param.: 0.64 | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 | |
(cyclohexen-1-yl)prolinate (in MeCN) | MeCN | N Param.: 18.86 sN Param.: 0.70 | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 | |
1-(N-pyrrolidino)cyclohexene (in MeCN) | MeCN | N Param.: 16.42 sN Param.: 0.70 | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 | |
methyl (cyclohexen-1-yl)prolinate (in MeCN) | MeCN | N Param.: 14.96 sN Param.: 0.68 | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 | |
(4-Br-C6H4)-(CO)-CH=SMe2 (in DMSO) | DMSO | N Param.: 13.78 sN Param.: 0.72 | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 | |
(C6H5)-(CO)-CH=SMe2 (in DMSO) | DMSO | N Param.: 13.95 sN Param.: 0.69 | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 | |
(4-MeO-C6H4)-(CO)-CH=SMe2 (in DMSO) | DMSO | N Param.: 14.48 sN Param.: 0.71 | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 |