Photoredox/Iron Dual-Catalyzed Insertion of Acyl Nitrenes into C–H Bonds

Abstract

In this work, the use of <i>N</i>-acyloxybenzamides as efficient acyl nitrene precursors under photoredox/iron dual catalysis is reported. The resulting acyl nitrenes could be captured by various types of C-H bonds and S- or P-containing molecules. Mechanism investigations suggested that the formation of the acyl nitrene from the <i>N</i>-acyloxybenzamide occurs by a photoredox process, and it is believed that in this redox process oxidative N-H bond cleavage of the <i>N</i>-acyloxybenzamide occurs prior to reductive N-O bond cleavage of the <i>N</i>-acyloxybenzamide.