Synthesis of gem -Difluorinated 1,3-Dienes via Synergistic Cu/Pd-Catalyzed Borodifluorovinylation of Alkynes.
Wen-Yan XuYu-Jie LiTian-Jun GongYao FuPublished in: Organic letters (2022)
gem -Difluoroalkenes (=CF 2 ), 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 B 2 pin 2 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.