Synthesis

Hofmann-type elimination in the efficient N-alkylation of azoles: imidazole and benzimidazole

A Horvath

Index: Horvath Synthesis, 1994 , # 1 p. 102 - 106

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Citation Number: 19

Abstract

A simple and eflicient preparation of 1-substituted 1H-azoles (imidazole and benzimidazole) has been developed, which involves a selective Hofmann-type elimination of the 2- cyanoethyl group from the azolium salts obtained by the reaction of halides with lH- imidazole-1-propanenitrile and 1H-benzimidazole-1-propanenitrile. Overall yields of 1- substituted lH-azoles decreased in the order: primary alkyl halides 2 allylhalides 2 ...

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