Reactions of α-carbanions of lithium acylates with N,N-diethyl-N-chloro- and N,N-diethyl-N-bromoamines

Abstract

The interaction of α-carbanions of lithium acylates (prepared via metalation of acetic, butyric, or isobutyric acid with lithium diisopropylamide in tetrahydrofuran under argon atmosphere) with N,N-diethyl-N-chloro- or N,N-diethyl-N-bromoamine has resulted in the formation of succinic acid or its 2,3-diethyl- and 2,2,3,3-tetramethyl-substituted derivatives in yields of 47–66% and the corresponding α-halocarboxylic acids (12–34%). Anion–radical scheme of the reaction products formation has been suggested.