N-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
(S)-3,3-difluoro-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine (in CH2Cl2) | dichloromethane | N Param.: 10.83 sN Param.: 0.80 | ARKIVOC 2024, (4), 202312093 10.24820/ark.5550190[...] | |
prolinate (in MeCN) | MeCN | N Param.: 19.95 sN Param.: 0.68 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
2-methylpyrrolidine (in MeCN) | MeCN | N Param.: 16.78 sN Param.: 0.71 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
pyrrolidine (inMeCN) | MeCN | N Param.: 18.58 sN Param.: 0.61 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(R)-2-isopropylpyrrolidine | MeCN | N Param.: 16.44 sN Param.: 0.71 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
2,2-dimethylpyrrolidine | MeCN | N Param.: 13.96 sN Param.: 0.76 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
2-benzylpyrrolidine | MeCN | N Param.: 17.43 sN Param.: 0.66 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-2-benzhydrylpyrrolidine | MeCN | N Param.: 16.61 sN Param.: 0.67 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-pyrrolidin-2-ylmethanamine | MeCN | N Param.: 17.24 sN Param.: 0.67 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-N,N-dimethyl-1-(pyrrolidin-2-yl)methanamine | MeCN | N Param.: 17.41 sN Param.: 0.68 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-1-(pyrrolidin-2-ylmethyl)pyrrolidine | MeCN | N Param.: 18.33 sN Param.: 0.64 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-2-(azidomethyl)pyrrolidine | MeCN | N Param.: 15.43 sN Param.: 0.73 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-pyrrolidin-2-ylmethanol | MeCN | N Param.: 16.74 sN Param.: 0.67 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-2-(methoxymethyl)pyrrolidine | MeCN | N Param.: 16.50 sN Param.: 0.71 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
2-(trifluoromethyl)pyrrolidine | MeCN | N Param.: 11.34 sN Param.: 0.73 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
methyl L-prolinate | MeCN | N Param.: 14.75 sN Param.: 0.82 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-N,N-dimethylpyrrolidine-2-carboxamide | MeCN | N Param.: 17.61 sN Param.: 0.67 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-N-propylpyrrolidine-2-carboxamide | MeCN | N Param.: 15.20 sN Param.: 0.73 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-2-(pyrrolidin-2-ylmethyl)isoindoline-1,3-dione | MeCN | N Param.: 15.90 sN Param.: 0.77 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-4-phenyl-1-(pyrrolidin-2-ylmethyl)-1H-1,2,3-triazole | MeCN | N Param.: 15.32 sN Param.: 0.72 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-1-(pyrrolidin-2-ylmethyl)-1H-imidazole | MeCN | N Param.: 15.55 sN Param.: 0.69 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-3-butyl-1-(pyrrolidin-2-ylmethyl)-1H-imidazol-3-ium trifluoromethanesulfonate | MeCN | N Param.: 13.57 sN Param.: 0.53 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)thiourea | MeCN | N Param.: 14.97 sN Param.: 0.69 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)urea | MeCN | N Param.: 17.50 sN Param.: 0.64 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
2-tritylpyrrolidine | MeCN | N Param.: 9.16 sN Param.: 1.39 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-2-(diphenyl((trimethylsilyl)oxy)methyl)pyrrolidine | MeCN | N Param.: 12.03 sN Param.: 0.98 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-diphenyl(pyrrolidin-2-yl)methanol | MeCN | N Param.: 16.18 sN Param.: 0.56 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-2-(azidodiphenylmethyl)pyrrolidine | MeCN | N Param.: 9.90 sN Param.: 1.22 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
2-(triphenylsilyl)pyrrolidine | MeCN | N Param.: 14.00 sN Param.: 0.84 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one | MeCN | N Param.: 6.04 sN Param.: 0.92 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one | MeCN | N Param.: 5.44 sN Param.: 1.12 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(2S,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one | MeCN | N Param.: 8.76 sN Param.: 0.89 | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | |
(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 | |
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 CH2Cl2) | dichloromethane | N Param.: 10.52 sN Param.: 0.78 | 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 CH2Cl2) | dichloromethane | N Param.: 9.87 sN Param.: 0.68 | 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 CH2Cl2) | dichloromethane | N Param.: 9.34 sN Param.: 0.71 | 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 | |
nicotine (in CH2Cl2) | dichloromethane | N Param.: 10.40 sN Param.: 1.04 | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | |
nicotine (in MeCN) | MeCN | N Param.: 11.60 sN Param.: 0.81 | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | |
3-methylpyridine (in CH2Cl2) | dichloromethane | N Param.: 10.90 sN Param.: 0.93 | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | |
3-methylpyridine (in MeCN) | MeCN | N Param.: 11.50 sN Param.: 0.80 | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | |
1-methyl-2-phenylpyrrolidine (in CH2Cl2) | dichloromethane | N Param.: 16.80 sN Param.: 0.49 | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | |
1-methyl-2-phenylpyrrolidine (in MeCN) | MeCN | N Param.: 15.70 sN Param.: 0.54 | J. Phys. Org. Chem. 2016, 29, 759-767 10.1002/poc.3580 | |
4-(morpholino)pyridine (in CH2Cl2) | dichloromethane | N Param.: 14.59 sN Param.: 0.69 | Eur. J. Org. Chem. 2016, , 4050-4058 10.1002/ejoc.201600572 | |
4-methoxyaniline (in water) | water | N Param.: 14.28 sN Param.: 0.68 | ChemPlusChem 2015, 80, 1673-1679 10.1002/cplu.201500246 | |
2-phenylethylamine (in water) | water | N Param.: 13.40 sN Param.: 0.57 | ChemPlusChem 2015, 80, 1673-1679 10.1002/cplu.201500246 | |
4-(2-(fluorodiphenylmethyl)pyrrolidin-1-yl)pyridine | dichloromethane | N Param.: 14.57 sN Param.: 0.75 | Eur. J. Org. Chem. 2014, , 1202-1211 10.1002/ejoc.201301730 |