Tetrahedron

Reactions of β-(lithiomethyl) azines with nitriles as a route to pyrrolo-pyridines,-quinolines,-pyrazines,-quinoxalines and-pyrimidines

ML Davis, BJ Wakefield, JA Wardell

Index: Davis, Michael L.; Wakefield, Basil J.; Wardell, Jacklyn A. Tetrahedron, 1992 , vol. 48, # 5 p. 939 - 952

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Citation Number: 57

Abstract

Deprotonation of 3-methylazines, followed by reaction with benzonitile, gives an intermediate which, on treatment with additional strong base, cyclises to give 2-phenyl [1H]- pyrrolo [2, 3-b] pyridine. The application of this type of reaction to a variety of nitriles and β- methylazines (pyridines, quinolines, pyridines, quinoxalines and pyrimidines) is described.