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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.


Jinbo Huang, Yimiao He, Yong Wang, Qiang Zhu. Synthesis of benzimidazoles by PIDA-promoted direct C(sp2)-H imidation of N-arylamidines. Chemistry (Weinheim an der Bergstrasse, Germany). 2012 Oct 29;18(44):13964-7

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PMID: 22996950

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