Divergent Regioselective Csp 2 -H Difluoromethylation of Aromatic Amines Enabled by Nickel Catalysis.
Quan GouQianqiong ChenQiujian TanMinghong ZhuHuisheng HuangMengjiao DengWei YiShuhua HePublished in: Organic letters (2022)
Herein, the first catalytic protocol for nickel-catalyzed ortho or para position difluoromethylation of various aromatic amines has been developed with the assistance of a bidentate phosphine ligand, offering an invaluable synthesis means to construct extensive p -difluoromethylated products and difluorooxindole derivatives with significant functional fragments. Furthermore, the gram-scale reaction, broad substrate scope, excellent functional-group compatibility, late-stage difluoromethylation of pesticides, and even formal synthesis of HDAC6 inhibitors further demonstrate the usefulness of this method.