C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
MeO-Breslow 1e![]() ![]() |
THF | N Param.: 15.65 sN Param.: 0.52 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
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 |
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 |
methoxybis(phenylsulfonyl)methanide (in DMSO)![]() ![]() |
DMSO | N Param.: 17.29 sN Param.: 0.70 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
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 |
methyl diazoacetate![]() ![]() |
dichloromethane | N Param.: 4.68 sN Param.: 0.94 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2023, 145, 7416-7434 10.1021/jacs.2c13872 |
methylenecyclobutane![]() ![]() |
dichloromethane | N Param.: 1.65 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclodecane![]() ![]() |
dichloromethane | N Param.: 2.82 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclododecane![]() ![]() |
dichloromethane | N Param.: 1.52 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecycloheptane![]() ![]() |
dichloromethane | N Param.: 2.24 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclohexane![]() ![]() |
dichloromethane | N Param.: 1.16 sN Param.: 1.04 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
methylenecyclononane![]() ![]() |
dichloromethane | N Param.: 2.57 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclooctane![]() ![]() |
dichloromethane | N Param.: 3.16 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclopentadecane![]() ![]() |
dichloromethane | N Param.: 1.69 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclopentane![]() ![]() |
dichloromethane | N Param.: 2.82 sN Param.: 0.90 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
methylenecyclopropane![]() ![]() |
dichloromethane | N Param.: -0.47 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecycloundecane![]() ![]() |
dichloromethane | N Param.: 2.33 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
morpholinoisobutylene![]() ![]() |
dichloromethane | N Param.: 10.04 sN Param.: 0.82 | ![]() ![]() ![]() | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
N,N-Dimethylbarbituric acid iodonium ylide (in CHCl2)![]() ![]() |
dichloromethane | N Param.: 7.98 sN Param.: 0.71 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2016, 138, 10304-10313 10.1021/jacs.6b05768 |
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 |
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-(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-(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-phenylvinyl)acetamide![]() ![]() |
MeCN | N Param.: 5.73 sN Param.: 0.97 | ![]() ![]() ![]() | 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-(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 |
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-(triisopropylsilyl)pyrrole![]() ![]() |
dichloromethane | N Param.: 3.12 sN Param.: 0.93 | ![]() ![]() ![]() | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
N-benzyl-N-((2-methoxyphenyl)ethynyl)-4-methylbenzenesulfonamide![]() ![]() |
dichloromethane | N Param.: 4.40 sN Param.: 0.86 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 |
N-benzyl-N-(but-1-yn-1-yl)-4-methylbenzenesulfonamide![]() ![]() |
dichloromethane | N Param.: 5.16 sN Param.: 0.85 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 |
n-butyl vinyl ether![]() ![]() |
dichloromethane | N Param.: 3.76 sN Param.: 0.91 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
N-methylenepyrrolidin-1-amine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 7.84 sN Param.: 0.89 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092 |
N-methylindole![]() ![]() |
dichloromethane | N Param.: 5.75 sN Param.: 1.23 | ![]() ![]() ![]() | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
N-methylpyrrole![]() ![]() |
dichloromethane | N Param.: 5.85 sN Param.: 1.03 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
N-vinylcarbazole![]() ![]() |
dichloromethane | N Param.: 5.02 sN Param.: 0.94 | ![]() ![]() | Macromolecules 2002, 35, 5454-5458 10.1021/ma020306l |
norbornene![]() ![]() |
dichloromethane | N Param.: -0.25 sN Param.: 1.09 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
p-tosylmethyl isocyanide (TosMIC)![]() ![]() |
dichloromethane | N Param.: 3.50 sN Param.: 0.76 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 |
Ph2P(O)CH(-)CN (in DMSO)![]() ![]() |
DMSO | N Param.: 18.69 sN Param.: 0.72 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Ph2P(O)CH(-)CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 19.20 sN Param.: 0.69 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Ph3P=C(CH3)-CO2Et![]() ![]() |
dichloromethane | N Param.: 13.09 sN Param.: 0.73 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Ph3P=CH-C(O)Me (in MeCN)![]() ![]() |
MeCN | N Param.: 10.27 sN Param.: 0.83 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2016, 138, 11272-11281 10.1021/jacs.6b06264 |
Ph3P=CH-CHO (in MeCN)![]() ![]() |
MeCN | N Param.: 9.09 sN Param.: 0.74 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2016, 138, 11272-11281 10.1021/jacs.6b06264 |
Ph3P=CH-CN![]() ![]() |
dichloromethane | N Param.: 12.29 sN Param.: 0.75 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Ph3P=CH-CO2Et![]() ![]() |
dichloromethane | N Param.: 12.79 sN Param.: 0.77 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Ph3P=CH-CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 12.21 sN Param.: 0.62 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Ph3P=CH-COPh![]() ![]() |
dichloromethane | N Param.: 9.54 sN Param.: 0.97 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
phenylacetylene![]() ![]() |
dichloromethane | N Param.: -0.04 sN Param.: 0.77 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 |
phenyldiazomethane![]() ![]() |
dichloromethane | N Param.: 9.35 sN Param.: 0.83 | ![]() ![]() ![]() | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 |