Mayr's Database of Reactivity Parameters

Enamines, Enamides, and Ynamides

For reactivities of structurally related compounds go to: Nucleophiles » C-Nucleophiles » Enamines, Enamides, and Ynamides

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Name Solvent Reactivity
Parameters 		Classification Reference
(title or year)
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidin-4-one (in MeCN)
C16H22N2O *
 MeCN

N  Param.: 7.10

sN Param.: 0.82		 *** Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(E)-2,2,3,5,5-pentamethyl-1-styrylimidazolidine-4-thione (in MeCN)
C16H22N2S *
 MeCN

N  Param.: 6.49

sN Param.: 0.83		 *** Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(E)-4-(ethylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2)
C17H24N2S *
 dichloromethane

N  Param.: 8.13

sN Param.: 0.97		 *** Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
(E)-4-(benzylthio)-2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazole (in CH2Cl2)
C22H26N2S *
 dichloromethane

N  Param.: 7.99

sN Param.: 0.98		 *** Chem. Eur. J. 2024, 30, e202302764
10.1002/chem.202302764
N-Boc-2,3-dihydro-1H-pyrrole (in MeCN)
C9H15NO2 *
 MeCN

N  Param.: 6.82

sN Param.: 1.24		 *** Angew. Chem. Int. Ed. 2026, 65, e24329
10.1002/anie.202524329