Litcius/Paper detail

γ-Difluoroalkylation: Synthesis of γ-Difluoroalkyl-α,β-Unsaturated Esters via Photoredox NHC-Catalyzed Radical Reaction

Lei Dai, Yuanyuan Xu, Zihao Xia, Song Ye

2020Organic Letters34 citationsDOI

Abstract

By the cooperative photoredox and N-heterocyclic carbene catalysis, the γ-difluoroalkylation of γ-preoxidized enals was developed for the synthesis of γ-difluoroalkyl-α,β-unsaturated esters with all-carbon quaternary centers. This method provides efficient catalytic C(sp3)–CF2R bond formation at the γ-position of carbonyl compounds for the first time.

Topics & Concepts

ChemistryCatalysisPhotoredox catalysisCombinatorial chemistryPhotochemistryOrganic chemistryPhotocatalysisFluorine in Organic ChemistryN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCarbon dioxide utilization in catalysis