Construction of α‐Ketoamides via Photoredox‐Catalyzed N−H Insertion of Amines by Sulfoxonium Ylides
Xianglin Yu, Haiyue Yang, Chang Liu, Qiping He, Zhijun Yang, Yi Jin
Abstract
Abstract Herein, we report the development of photoredox‐catalyzed N−H insertion of sulfoxonium ylides with amines via oxidative single‐electron transfer (SET). These reactions exhibit broad substrate scope (32 examples) and offer operationally simple, scalable procedures for accessing α ‐ketoamides in a single step. Mechanistic studies and control experiments confirm the participation of a photogenerated carbon radical in facilitating the oxidative single‐electron transfer (SET) from the sulfoxonium ylides to initiate the reaction.
Topics & Concepts
ChemistryPhotoredox catalysisCatalysisOrganic chemistryCombinatorial chemistryPolymer chemistryPhotocatalysisCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsSulfur-Based Synthesis Techniques