Tetrahedron

The electrophilic substitution of benzocyclobutene—I: Nitration, acetylation and hydrobromination

JBF Lloyd, PA Ongley

Index: Lloyd,J.B.F.; Ongley,P.A. Tetrahedron, 1964 , vol. 20, p. 2185 - 2194

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Citation Number: 31

Abstract

Nitration, Friedel-Crafts acetylation and hydrobromination of benzocyclobutene result in extensive displacement of a methylene group by the reagent giving o-substituted β- phenethyl and polystyrene derivatives. Where ring opening does not occur substitution is mainly at the 4-position and only to a negligible extent at the 3-position. The product proportions obtained from the acetylation are highly dependent on temperature and on the ...