Photoredox/Iron Dual-Catalyzed Insertion of Acyl Nitrenes into C–H Bonds
Ming Hou, Zhide Zhang, Xiaojing Lai, Qian‐Shou Zong, Xinpeng Jiang, Meng Guan, Rui Qi, Guanyinsheng Qiu
Abstract
In this work, the use of N-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 N-acyloxybenzamide occurs by a photoredox process, and it is believed that in this redox process oxidative N–H bond cleavage of the N-acyloxybenzamide occurs prior to reductive N–O bond cleavage of the N-acyloxybenzamide.
Topics & Concepts
NitreneChemistryPhotoredox catalysisPhotochemistryCatalysisBond cleavageCleavage (geology)Oxidative phosphorylationMoleculeStereochemistryCombinatorial chemistryOrganic chemistryPhotocatalysisGeotechnical engineeringBiochemistryEngineeringFracture (geology)Synthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsRadical Photochemical Reactions