Copper-catalyzed synthesis of benzimidazoles via cascade reactions of o-haloacetanilide derivatives with amidine hydrochlorides

D Yang, H Fu, L Hu, Y Jiang, Y Zhao

Index: Yang, Daoshan; Fu, Hua; Hu, Liming; Jiang, Yuyang; Zhao, Yufen Journal of Organic Chemistry, 2008 , vol. 73, # 19 p. 7841 - 7844

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Citation Number: 122

Abstract

We have developed an efficient method for the synthesis of benzimidazoles via cascade reactions of o-haloacetoanilide derivatives with amidine hydrochlorides. The protocol uses 10 mol% CuBr as the catalyst, Cs2CO3 as the base, and DMSO as the solvent, and no ligand is required. The procedure proceeds via the sequential coupling of o- haloacetoanilide derivatives with amidines, hydrolysis of the intermediates (amides), and ...