Iodine-catalyzed intermolecular 1,2-thio (seleno)amination of alkenes with 1,2,3-triazoles and disulfides (diselenides) in air

Abstract

An iodine-catalyzed direct radical coupling method for 1,2-thio (seleno)amination of alkenes with 1,2,3-triazoles and disulfides (diselenides) in air was developed. Products were constructed in one pot with high chemoselectivity and regioselectivity as well as a wide range of substrate scopes (including terminal and internal alkenes). Preliminary mechanistic studies indicated that formation of the C–N bond proceeded via a desulfonation-associated tandem radical cross-coupling process.