Organic letters

Synthesis of indolines, indoles, and benzopyrrolizidinones from simple aryl azides

F Brucelle, P Renaud

Index: Brucelle, Francois; Renaud, Philippe Organic Letters, 2012 , vol. 14, # 12 p. 3048 - 3051

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Citation Number: 15

Abstract

A simple approach to prepare indolines and benzopyrrolizidinones from ortho- azidoallylbenzenes via a tandem radical addition/cyclization is described. The use of triethylborane to initiate and sustain the process provides the best results. Indolines are easily converted into the corresponding indoles by oxidation with manganese dioxide.