Novel and convenient routes to substituted pyrroles and imidazoles

AR Katritzky, L Zhu, H Lang, O Denisko, Z Wang

Index: Katritzky, Alan R.; Zhu, Lie; Lang, Hengyuan; Denisko, Olga; Wang, Zuoquan Tetrahedron, 1995 , vol. 51, # 48 p. 13271 - 13276

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Citation Number: 29

Abstract

S-Melhyl N-(benzotriazol-1-ylmethyl) thioimidate 6 is obtained by lithiation of the corresponding N-(benzotriazol-1-ylmelhyl) thioamide 5 and subsequent reaction with methyl iodide. Derivative 6 undergoes [2+ 3] cycloaddition reactions with α, β-unsaturated-esters,- ketones and-nitriles, and vinylpyridines which are followed by elimination of benzotriazole and the thioalkoxy group, to give 2, 3, 4-trisubstituted pyrroles. Lithiaiion of 6 followed by ...