NBS-mediated C(sp3)–H amidation of N,N-dimethylamides with N-acyloxyamides

Abstract

Presented herein is the NBS-mediated amidation of the C(sp³)–H bond adjacent to the nitrogen atom of N,N-dimethylamide using N-acyloxyamide as the amide source, leading to a diverse array of methylenebisamides. The transformation features mild conditions, excellent functional group tolerance, and high efficiency. The practicality of the methodology was shown by gram-scale synthesis and efficient product derivatization. Preliminary study indicated that the amidation might be realized by cross coupling between nitrogen and carbon radicals.