Synthesis of <i>gem</i>-Difluorinated 1,3-Dienes via Synergistic Cu/Pd-Catalyzed Borodifluorovinylation of Alkynes
Wenyan Xu, Yujie Li, Tian‐Jun Gong, Yao Fu
Abstract
gem-Difluoroalkenes (=CF2), which normally act as metabolically stable bioisosteres for carbonyl groups (C═O), are widely applied in agrochemicals and pharmaceuticals and are also used as building blocks in organic synthesis. Herein, an example of Cu/Pd-catalyzed borodifluorovinylation was achieved using alkynes, difluoroethylene bromide, and B2pin2 as chemical feedstocks, providing the corresponding conjugated gem-difluoroalkene scaffold with good functional group compatibility. Moreover, an array of fluorinated synthons can be obtained through further transformations.
Topics & Concepts
SynthonChemistryCatalysisBromideCombinatorial chemistryConjugated systemCompatibility (geochemistry)Organic chemistryChemical engineeringPolymerEngineeringFluorine in Organic ChemistryCarbon dioxide utilization in catalysisCatalytic C–H Functionalization Methods