Issue 21, 1985

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

Abstract

α-Keto a ids are readily decarboxylated via 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.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1985, 1523-1524

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

M. F. Aly and R. Grigg, J. Chem. Soc., Chem. Commun., 1985, 1523 DOI: 10.1039/C39850001523

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