Preparation of 2-Azido-1-Substituted-1H-Benzo[d]imidazoles Using a Copper-Promoted Three-Component Reaction and Their Further Conversion into 2-Amino and 2-Triazolyl Derivatives

Multicomponent reaction: 2-Azido-1-substituted-1H-benzo[d]imidazoles were prepared using a copper-catalyzed three-component reaction involving 2-bromoaniline derivatives, isothiocyanates, and sodium azide. The reaction conditions were mild and the scope was broad. The azido compounds were transformed into their 2-amino and 2-triazolyl derivatives using copper-mediated reduction and cycloaddition, respectively (see scheme). © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.