Iodine-Mediated Intramolecular C–H Amination of Benzimidazoles: A Metal-Free Route to Dihydroimidazobenzimidazoles

Published as part of the Special Topic Modern Coupling Approaches and their Strategic Applications in Synthesis

Abstract

Iodine-mediated cyclization of benzimidazolylethylamines in the presence of base to give dihydroimidazobenzimidazoles via a de­hydrogenative cross-coupling of C(sp²)–H and N–H bonds is reported. Metal-free conditions, preservation of the optical purity, and substrate scope are the important practical features.

Key words

amination - iodine - C–H functionalization - imidazobenz­imidazole - optical purity

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