Tetrahedron Letters

Rearrangements of chloroindolenines derived from tetrahydro-γ-carbolines.

FM Hershenson, L Swenton, KA Prodan

Index: Hershenson, Fred M.; Swenton, Lydia; Prodan, Kathleen A. Tetrahedron Letters, 1980 , vol. 21, p. 2617 - 2620

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Citation Number: 4

Abstract

The reactlon of tetrahydro-B-carbolines with A-butyl hypochlorite followed by treatment of the intermediate chloroindolenine with various nucleophiles is a synthetic sequence that Is frequently encountered in the preparation of indoles and indole alkaloids.' Finch and Taylor first described the reaction of chloroyohimbine, obtained from yohlmbine and t-butyl hypochlorite, with methanolic potassium hydroxide,