Construction of C(CO)–C(CO) Bond via NHC-Catalyzed Radical Cross-Coupling Reaction
Haibin Yang, Xiao‐Fang Jin, Hui-Ying Jiang, Wenwei Luo
Abstract
A C(sp 2 )–C(sp 2 ) bond can be constructed via a photoredox/N-heterocyclic carbene (NHC)-cocatalyzed radical cross-coupling reaction, which provides a complementary strategy to classic electron pair processes. The present protocol represents the first example of an NHC-catalyzed two-component radical cross-coupling reaction involving C(sp 2 )-centered radical species. The decarboxylative acylation of oxamic acid with acyl fluoride was conducted under mild conditions and allowed the preparation of a variety of useful α-keto amides, including sterically congested ones.
Topics & Concepts
ChemistryCarbeneSteric effectsCatalysisAcylationCoupling reactionMedicinal chemistryPhotochemistryCombinatorial chemistryOrganic chemistryCatalytic C–H Functionalization MethodsN-Heterocyclic Carbenes in Organic and Inorganic ChemistryRadical Photochemical Reactions