Photochemistry of vinyl halides. Formation of benzofurans by photolysis of. beta.-(o-methoxyphenyl) vinyl bromides

…, T Sonoda, S Kobayashi, H Taniguchi

Index: Suzuki, Tatsuo; Kitamura, Tsugio; Sonoda, Taka-aki; Kobayashi, Shinjiro; Taniguchi, Hiroshi Journal of Organic Chemistry, 1981 , vol. 46, p. 5324 - 5328

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Citation Number: 24

Abstract

Photolysis of P, P-bis (o-methoxypheny1)-substituted vinyl bromides gave benzofuran derivatives which are derived from an intramolecular nucleophilic attack of the methoxyl group on an intermediate vinyl cation. With a-aryl-substituted vinyl bromides, only one type of benzofuran derivative was detected. However, when the a substituent was a hydrogen or a methyl group, two isomeric benzofurans were formed, one via the unrearranged vinyl ...