Manganese-Mediated Reductive Transamidation of Tertiary Amides with Nitroarenes
作者:Chi Wai Cheung、Jun-An Ma、Xile Hu
DOI:10.1021/jacs.8b03739
日期:2018.6.6
an important class of organic compounds, which have widespread industrial applications. Transamidation of amides is a convenient method to generate new amides from existing ones. Tertiary amides, however, are challenging substrates for transamidation. Here we describe an unconventional approach to the transamidation of tertiary amides using nitroarenes as the nitrogen source under reductive conditions
A direct dehydrogenative amidation reaction of aldehydes and amines under a visiblelightmediated ligand-to-metal charge transfer (LMCT) process was described. In this protocol, aldehyde substrates were activated by photoinduced hydrogenatomabstraction (HAA), generating acyl chloride intermediates followed by nucleophilic addition of amines. The synthetic method furnishes good functional group tolerance