Ready decarboxylation of imines of α-keto acids. Mechanism and application to thioamide synthesis

MF Aly, R Grigg

Index: Aly, Moustafa F.; Grigg, Ronald Journal of the Chemical Society, Chemical Communications, 1985 , # 21 p. 1523 - 1524

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Abstract

-Keto a ids are readily decarboxylated imine formation with primary and/or secondary amines even when imine–enamine isomerisation can occur; the process is thoyghy to involve an intermediate zwitteriion which can be trapped by sulphur to give thiamides in excellent yield.