The Journal of Organic Chemistry

Ring Opening in Benzocyclobutene Derivatives. I. The Reaction of trans-1, 2-Diiodobenzocyclobutene with Dimethylamine1

MW HANNA, SW FENTON

Index: Hanna,M.W.; Fenton,S.W. Journal of Organic Chemistry, 1961 , vol. 26, p. 1371 - 1374

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Citation Number: 0

Abstract

Treatment of trans-1, 2-diiodobenzocyclobutene with dimethylamine leads to the formation of a, a, a'-trisdimethylaminoo-xylene and a small amount of a-dimethylamino-o- tolualdehyde. The formation of these products is rationalized by postulating an opening of the four-membered ring initiated by nucleophilic attack of dimethylamine.