Merging Quinoxalin-2(1<i>H</i>)-ones Excitation with Cobaloxime Catalysis: C3 Alkylation of Quinoxalin-2(1<i>H</i>)-ones with Unactivated Alkyl Iodides and Carboxylic Acids under Light
Shuo Cao, Jiaxin Chen, Xiuli Zhang, Xian Song, Wenyu Song, Yusheng Wu, Yanhui Zhang, Z. -L. Liu
Abstract
Reported herein is a practical, economical, and efficient construction of 3-alkylated quinoxalin-2(1 H )-ones with alkyl carboxylic acids and alkyl iodides by quinoxalin-2(1 H )-one excitation and cobaloxime catalysis. Primary, secondary, and tertiary alkyl iodides and carboxylic acids all could be efficiently transferred into target products with excellent functional group tolerance. Mechanism studies reveal that the quinoxalin-2(1 H )-one derivatives could be directly excited and yield alkyl carbon radicals from alkyl carboxylic acids and alkyl iodides with the aid of the cobaloxime complex.
Topics & Concepts
ChemistryAlkylationAlkylCatalysisExcitationMedicinal chemistryOrganic chemistryPhysicsQuantum mechanicsCO2 Reduction Techniques and CatalystsFluorine in Organic ChemistryRadical Photochemical Reactions