Use of acylphosphonates for the synthesis of α-chlorinated carboxylic and α, α′-dichloro dicarboxylic acids and their derivatives

CV Stevens, B Vanderhoydonck

Index: Stevens, Christian V; Vanderhoydonck, Bart Tetrahedron, 2001 , vol. 57, # 22 p. 4793 - 4800

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Citation Number: 5

Abstract

α-Chloro acylphosphonates and α, α′-dichloro bisacylphosphonates were prepared in situ by chlorination of acylphosphonates and bisacylphosphonates, respectively, using sulfuryl chloride. Subsequently, they were cleaved to the corresponding α-chlorinated or α, α′- dichlorinated (di) carboxylic acids with a hydrogen peroxide–sodium bicarbonate system. Performing the cleavage with an alcohol or an amine yielded the corresponding α- ...