Bulletin of the Chemical Society of Japan

Transformation of 3-(2, 2-dichloroethenyl)-2, 2-dimethylcyclopropanecarboxylates to the corresponding 2, 2-dibromoethenyl analogs by halogen exchange reaction

K Matsui, A Saito, K Kondo

Index: Matsui, Kiyohide; Saito, Akemi; Kondo, Kiyosi Bulletin of the Chemical Society of Japan, 1986 , vol. 59, # 4 p. 1021 - 1026

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Citation Number: 2

Abstract

The title transformation is effected with aluminium tribromide or related reagents in over 80% yields without cis-trans isomerization or epimerization. Efficient removal of hydrogen bromide is essential for optimum yields of the desired products. Use of boron tribromide instead of aluminium tribromide results in opening of the cyclopropane ring with no halogen exchange.