Tetrahedron letters

A new indole synthesis via [3+ 3] annulation of 2-(benzotriazol-1-ylmethyl)-pyrroles with α, β-unsaturated aldehydes and ketones

AR Katritzky, JR Levell, J Li

Index: Katritzky, Alan R.; Levell, Julian R.; Li, Jianqing Tetrahedron Letters, 1996 , vol. 37, # 32 p. 5641 - 5644

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Citation Number: 24

Abstract

Poly-substituted indoles are readily accessible from substituted 2-(benzotriazol-1-ylmethyl) pyrrobles by lithiation, reaction with α, β-unsaturated aldehydes and ketones, and subsequent facile dehydrobenzotriazolylation-cyclodehydration. The substituted 2- (benzotriazol-1-ylmethyl)-pyrrole precursors are obtained by reacting α-bromoketones with terminally lithiated propargylbenzotriazole, and treating the resulting epoxide with a ...