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Communication | Regular issue | Vol 55, No. 4, 2001, pp.629-633
Published online, 1st January, 1970
DOI: 10.3987/COM-01-9156
A Convenient in situ Preparation of Triphenylbismuthane (Tropon-2-yl)imide: Reaction with Heterocumulenes and Activated Alcohols

Makoto Nitta* and Yuhki Mitsumoto

*Department of Chemistry, School of Science and Engineering, Waseda University, 3-4-1 Okubo, Shinjuku-ku, Tokyo 169-8555, Japan

Abstract

The first in situ preparation of triphenylbismuthane (tropon-2-yl)imide has been accomplished by the reaction of triphenylbismuth dichloride with 2-aminotropone. The imide is not isolated due to its moisture sensitivity, while it undergoes aza-Wittig type reaction with heterocumulenes leading to cyclohepta-annulated heterocycles in situ, and reacts also as an oxidizing agent of activated alcohols to give the corresponding carbonyl compounds under mild conditions.