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Oxidant-Switchable Selective Synthesis of 2‑Aminobenzimidazoles via C–H Amination/Acetoxylation of Guanidines

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posted on 19.12.2014, 00:00 by Yue Chi, Wen-Xiong Zhang, Zhenfeng Xi
The iodine­(III) compound promoted C–H amination and tandem C–H amination/acetoxylation of guanidines are achieved for the first time to provide efficiently 2-aminobenzimidazoles and acetoxyl-substituted 2-aminobenzimidazoles, respectively. The amount and type of iodine­(III) compounds control the selective syntheses of two types of 2-aminobenzimidazoles. This reaction shows good regioselectivity when unsymmetrical substrates are used.