N-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
(2R,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one![]() ![]() |
MeCN | N Param.: 7.39 sN Param.: 1.00 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
TCAP (in MeCN)![]() ![]() |
MeCN | N Param.: 15.60 sN Param.: 0.68 | ![]() ![]() ![]() | Chem. Eur. J. 2013, 19, 6435-6442 10.1002/chem.201204452 |
4-pyrrolidinopyridine (in MeCN)![]() ![]() |
MeCN | N Param.: 14.99 sN Param.: 0.69 | ![]() ![]() ![]() | Chem. Eur. J. 2013, 19, 6435-6442 10.1002/chem.201204452 |
pyridine (in MeCN)![]() ![]() |
MeCN | N Param.: 13.60 sN Param.: 0.60 | ![]() ![]() ![]() | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2-methylpyridine (in MeCN)![]() ![]() |
MeCN | N Param.: 10.98 sN Param.: 0.66 | ![]() ![]() ![]() | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2,6-dimethylpyridine (in MeCN)![]() ![]() |
MeCN | N Param.: 9.11 sN Param.: 0.69 | ![]() ![]() ![]() | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2,4,6-trimethylpyridine (in MeCN)![]() ![]() |
MeCN | N Param.: 9.39 sN Param.: 0.60 | ![]() ![]() ![]() | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Ph4P+) (in MeCN)![]() ![]() |
MeCN | N Param.: 16.38 sN Param.: 0.60 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2025, 147, 5043-5050 10.1021/jacs.4c14825 |
((4-methoxyphenyl)sulfonyl)(pyridin-4-yl)amide (Ph4P+) (in MeCN)![]() ![]() |
MeCN | N Param.: 17.28 sN Param.: 0.65 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2025, 147, 5043-5050 10.1021/jacs.4c14825 |
pyridin-4-yl((4-(trifluoromethyl)phenyl)sulfonyl)amide (Ph4P+) (in MeCN)![]() ![]() |
MeCN | N Param.: 19.51 sN Param.: 0.47 | ![]() ![]() ![]() | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 |
pyridin-4-yl(tosyl)amide (Ph4P+) (in MeCN)![]() ![]() |
MeCN | N Param.: 17.19 sN Param.: 0.64 | ![]() ![]() ![]() | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 |
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Bu4P+) (in MeCN)![]() ![]() |
MeCN | N Param.: 16.48 sN Param.: 0.60 | ![]() ![]() ![]() | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 |
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Bu4N+) (in MeCN)![]() ![]() |
MeCN | N Param.: 16.68 sN Param.: 0.59 | ![]() ![]() ![]() | J. Org. Chem. 2025, 90, 2298-2306 10.1021/acs.joc.4c02668 |
azide ion (in 91iPr9AN)![]() ![]() |
iPrOH-MeCN mix | N Param.: 17.07 sN Param.: 0.71 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 |
azide ion (in 91E9AN)![]() ![]() |
EtOH-MeCN mix | N Param.: 16.30 sN Param.: 0.73 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 |
2,2,2-trifluoroethylamine (in DMSO)![]() ![]() |
DMSO | N Param.: 12.15 sN Param.: 0.65 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
ethyl glycinate (in DMSO)![]() ![]() |
DMSO | N Param.: 14.30 sN Param.: 0.67 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
n-propylamine (in DMSO)![]() ![]() |
DMSO | N Param.: 15.70 sN Param.: 0.64 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
morpholine (in DMSO)![]() ![]() |
DMSO | N Param.: 16.96 sN Param.: 0.67 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
piperidine (in DMSO)![]() ![]() |
DMSO | N Param.: 17.19 sN Param.: 0.71 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
azide ion (in DMSO)![]() ![]() |
DMSO | N Param.: 20.50 sN Param.: 0.59 | ![]() ![]() ![]() | J. Phys. Org. Chem. 2006, 19, 706-713 10.1002/poc.1063 |
4-(dimethylamino)pyridine (in DMSO)![]() ![]() |
DMSO | N Param.: 14.80 sN Param.: 0.67 | ![]() | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 |
2-aminobutan-1-ol (in DMSO)![]() ![]() |
DMSO | N Param.: 14.39 sN Param.: 0.67 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
benzylamine (in DMSO)![]() ![]() |
DMSO | N Param.: 15.28 sN Param.: 0.65 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
1-aminopropan-2-ol (in DMSO)![]() ![]() |
DMSO | N Param.: 15.47 sN Param.: 0.65 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
diethanolamine (in DMSO)![]() ![]() |
DMSO | N Param.: 15.51 sN Param.: 0.70 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
ethanolamine (in DMSO)![]() ![]() |
DMSO | N Param.: 16.07 sN Param.: 0.61 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b |
imidazole (in DMSO)![]() ![]() |
DMSO | N Param.: 11.58 sN Param.: 0.79 | ![]() ![]() ![]() | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
benzimidazole (in DMSO)![]() ![]() |
DMSO | N Param.: 10.50 sN Param.: 0.79 | ![]() ![]() ![]() | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
2-methyl-benzimidazole (in DMSO)![]() ![]() |
DMSO | N Param.: 10.02 sN Param.: 0.85 | ![]() ![]() ![]() | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
5-methyl-benzimidazole (in DMSO)![]() ![]() |
DMSO | N Param.: 10.69 sN Param.: 0.79 | ![]() ![]() ![]() | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
2,5-dimethyl-benzimidazole (in DMSO)![]() ![]() |
DMSO | N Param.: 10.21 sN Param.: 0.85 | ![]() ![]() ![]() | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
5,6-dimethyl-benzimidazole (in DMSO)![]() ![]() |
DMSO | N Param.: 11.08 sN Param.: 0.71 | ![]() ![]() ![]() | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
5-methoxy-benzimidazole (in DMSO)![]() ![]() |
DMSO | N Param.: 11.00 sN Param.: 0.71 | ![]() | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
phthalimide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 15.52 sN Param.: 0.67 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
succinimide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 16.03 sN Param.: 0.66 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
maleimide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 14.87 sN Param.: 0.76 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
trifluoroacetamide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 15.81 sN Param.: 0.64 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
N-methyl-trifluoroacetamide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 15.70 sN Param.: 0.71 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
4,4-dimethyl-glutarimide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 17.52 sN Param.: 0.63 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
diacetamide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 16.05 sN Param.: 0.70 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
cyanamide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 20.33 sN Param.: 0.64 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
p-toluenesulfonamide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 17.14 sN Param.: 0.60 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
methanesulfonamide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 18.61 sN Param.: 0.53 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
hydantoin anion (in DMSO)![]() ![]() |
DMSO | N Param.: 17.52 sN Param.: 0.55 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
1,3-oxazolidin-2-one anion (in DMSO)![]() ![]() |
DMSO | N Param.: 22.40 sN Param.: 0.59 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
(S)-4-benzyl-1,3-oxazolidin-2-one anion (in DMSO)![]() ![]() |
DMSO | N Param.: 22.67 sN Param.: 0.54 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
ethyl N-acetylcarbamate anion (in DMSO)![]() ![]() |
DMSO | N Param.: 15.99 sN Param.: 0.70 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
2-pyridone anion (in DMSO)![]() ![]() |
DMSO | N Param.: 19.91 sN Param.: 0.60 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u |
4-pyridone anion (in DMSO)![]() ![]() |
DMSO | N Param.: 18.97 sN Param.: 0.62 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u |