Simple synthesis of 2-(phenylsulphinyl)benzo[d]oxazole derivatives via a silver-catalysed tandem condensation reaction†

Abstract

Silver catalysed reactions have become an indispensable tool in organic synthesis due to their high efficiency, selectivity, and environmental friendliness. In this manuscript, the simple synthesis reaction generating 2-(phenylsulphinyl)benzo[d]oxazole derivatives via a silver-catalysed tandem condensation reaction is described. Starting from substituted 2-aminophenols or benzene-1,2-diamines, formaldehyde with substituted benzenethiols efficiently yields versatile biologically active 2-(phenylsulphinyl)benzo[d]oxazole derivatives and 2-(phenylsulphinyl)-1H-benzo[d]imidazole derivatives. These protocols were performed under mild reaction conditions, tested for wider substrate scope, and provide an economical approach for C(sp²)–sulphoxide bond formation.