Remote C(sp<sup>3</sup>)–H Carboxylation with CO<sub>2</sub> via Visible-Light-Catalyzed 1,5-Hydrogen Atom Transfer
Haoran Huang, Xiaoyu Lin, Fanyuanhang Yang, Yuxi Ren, Yuzhen Gao, Weiping Su
Abstract
The direct carboxylation of C(sp 3 )–H bonds with CO 2 represents a challenging but highly attractive strategy in organic synthesis. In this study, we presented a visible-light-catalyzed strategy for carboxylating remote C(sp 3 )–H bonds with CO 2 via aryl radical induced 1,5-hydrogen atom transfer. This transformation involves generating alkyl radicals via 1,5-hydrogen atom transfer from aryl radicals, forming alkyl carbanions as key intermediates, and a subsequent nucleophilic attack with CO 2, thereby enabling access to a variety of tertiary and quaternary carboxylic acids in moderate to good yields.
Topics & Concepts
ChemistryCatalysisCarboxylationHydrogen atomPhotochemistryHydrogenAtom (system on chip)Visible spectrumCarbon atomOrganic chemistryPhysicsGroup (periodic table)OptoelectronicsAlkylEmbedded systemComputer scienceCarbon dioxide utilization in catalysisCO2 Reduction Techniques and CatalystsCatalytic C–H Functionalization Methods