Chemistry: A European Journal 2012-10-29

Synthesis of benzimidazoles by PIDA-promoted direct C(sp2)-H imidation of N-arylamidines.

Jinbo Huang, Yimiao He, Yong Wang, Qiang Zhu

Index: Chemistry 18(44) , 13964-7, (2012)

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Abstract

A metal-free synthesis of diversified benzimidazoles from N-arylamidines through a phenyliodine(III) diacetate (PIDA) promoted intramolecular direct C(sp(2))-H imidation has been developed. The reaction proceeds smoothly at 0 °C or ambient temperature to provide the desired products in good to excellent yields. The synthesis of 2-alkyl- or 2-alkyl-fused benzimidazoles, which are generally inaccessible by similar Pd- or Cu-catalyzed approaches, can also be achieved.Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.