Merging Gold/Copper Catalysis and Copper/Photoredox Catalysis: An Approach to Alkyl Oxazoles from <i>N</i>-Propargylamides
Yantao Liu, Keyong Zhu, Yuting Kong, Xiao Li, Jie Cui, Yifan Xia, Jingjing Zhao, Shaofeng Duan, Pan Li
Abstract
Here, we report a mild and highly efficient approach to alkyl oxazoles through merging gold/copper catalysis and copper/photoredox catalysis. Various alkyl oxazoles are synthesized from N-propargylamides with alkyl halides in good to excellent yields with wide functional-group compatibility under blue-light irradiation. Significantly, a copper catalyst plays a dual role in this transformation: as a powerful cocatalyst to accelerate protodeauration of vinyl gold intermediates and improve photoredox catalysis.
Topics & Concepts
ChemistryAlkylPhotoredox catalysisCopperCatalysisHalideCombinatorial chemistryPhotochemistryOrganic chemistryPhotocatalysisCatalytic Alkyne ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques