Gold‐Catalyzed One‐Pot Synthesis of Polyfluoroalkylated Oxazoles from N‐Propargylamides Under Visible‐Light Irradiation
Yantao Liu, Yating Shi, Lanen Wei, Ke Zhao, Jingjing Zhao, Puyu Zhang, Xuejun Xu, Pan Li
Abstract
Abstract A gold‐catalyzed synthesis of polyfluoroalkylated oxazoles from N‐propargylamides under visible‐light irradiation has been developed. These reactions display excellent compatibility of radicals and gold catalysts under visible‐light irradiation. Mechanistic experiments indicate that polyfluoroalkyl iodides play a dual role in enhanced compatibility of radicals and gold catalysts through assisted protodeauration of vinyl gold and reactivated the gold catalyst. In addition, PPh 3 AuNTf 2 not only activates N‐propargylamide to generate vinyl gold intermediate, but also greatly promotes homolysis of polyfluoroalkyl iodides under blue light irradiation.