Photoredox/Copper Dual-Catalyzed Benzylic C–H Esterification via Radical-Polar Crossover
Yifan Zhang, Yuxin Jiang, Yi Wang, Tianyi Sun, Yuan-Jie Meng, Yueyan Huang, Xiaoqing Lv, Jin‐Lai Gao, Xiaoqin Zhang, Shilei Zhang, Shihui Liu
Abstract
Herein, we report a distinctive photoredox/copper dual-catalyzed esterification of benzylic C-H bonds through the combination of photoredox-mediated hydrogen atom transfer and Cu(II)-mediated radical-polar crossover. This methodology demonstrates a high functional group tolerance (>40 examples) and moderate to good yields with structurally diverse benzylic C-H substrates. Notably, stoichiometric amounts of carboxylic acids are used as coupling partners, which allows the synthesis of structurally diverse benzylic esters and the late-stage functionalization of pharmaceuticals.
Topics & Concepts
ChemistryCopperFunctional groupSurface modificationPolarCatalysisCombinatorial chemistryStoichiometryHydrogen atomHydrogen bondPhotochemistryOrganic chemistryGroup (periodic table)MoleculePolymerAstronomyPhysicsPhysical chemistryCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques