Tetrahedron

The electrophilic substitution of benzocyclobutene—II: Benzoylation, sulphonation, bromination and chlorination

JBF Lloyd, PA Ongley

Index: Lloyd,J.B.F.; Ongley,P.A. Tetrahedron, 1965 , vol. 21, p. 245 - 254

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Citation Number: 30

Abstract

Benzoylation of benzocyclobutene gives β-phenethyl chloride, 2′-(2-chloroethyl)- benzophenone and 4-benzoylbenzocyclobutene in proportions dependent on solvent and catalyst; β-phenethyl chloride gives no discrete benzoylation product under conditions where benzocyclobutene gives large quantities of the chloroethylbenzophenone. Sulphonation, using dioxan-sulphur trioxide complex, gives β-hydroxyethyl-benzene-o- ...