Visible‐Light‐Induced Regioselective Deaminative Alkylation of Coumarins via Photoredox Catalysis
Maoling Tao, An‐Jun Wang, Peng Guo, Weipiao Li, Liang Zhao, Jie Tong, Haoyang Wang, Yanbo Yu, Chun‐Yang He
Abstract
Abstract 3‐Alkylated coumarins have many applications in medicinal chemistry, however, methods access to such structures are still limited. Herein, we report a site‐selective photocatalytic deaminative alkylation of coumarins utilizing pyridinium‐activated aliphatic primary amines as alkylation reagents. The protocol was highlighted by its mild reaction conditions, operational simplicity, and broad functional group compatibility. Moreover, this strategy enables late‐stage modification of some pharmaceuticals and natural products, thus providing an appealing approach to valuable molecules in medicinal chemistry. magnified image
Topics & Concepts
ChemistryAlkylationRegioselectivityPhotoredox catalysisReagentCombinatorial chemistryPyridiniumOrganic chemistryCatalysisPhotocatalysisRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods