SYNTHESIS OF β, γ-UNSATURATE CARBOXYLIC ACID DERIVATIVES BY THE NOVEL Ni (CO)4-INDUCED RING-OPENING CARBONYLATION REACTION OF 1,1-DIBROMO-2-CHLOROCYCLOPROPANES

Abstract 1,1-Dibromo-2-chlorocyclopropanes underwent the Ni (CO)4-induced ring-opening carbonylation reaction with alcohol or amine giving the β, γ,-unsaturated carboxylic acid and dicarboxylic acid derivatives. Use of N,N-dimethyltrimethylsilylamine as an initial nucleophile in the presence of benzaldehyde led to a dienecarboxamide presumably via codensation of the nickel enolate intermediate.