Tetrahedron

A new entry to the preparation of pyrrolo [2, 3-b] quinolines by an aza Wittig/electrocyclic ring-closure/nitrene insertion process

P Molina, J Alcántara, C López-Leonardo

Index: Molina, Pedro; Alcantara, Julian; Lopez-Leonardo, Carmen Tetrahedron, 1997 , vol. 53, # 9 p. 3281 - 3286

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Citation Number: 26

Abstract

A new method for the preparation of the pyrrolo [2, 3-b] quinoline ring system involving the sequential formation of the pyridine ring (electrocyclic ring-closure) and the pyrrole (nitrene insertion reaction) rings. This approach is based on the regioselective formation of the iminophosphorane 2 from the bis (azide) 1, followed by aza Wittig reaction with isocyanates and further thermal treatment.