Direct C-H difluoromethylenephosphonation of arenes and heteroarenes with bromodifluoromethyl phosphonate via visible-light photocatalysis.
This communication reports a room temperature visible-light-driven protocol for the C-H difluoromethylenephosphonation of arenes and heteroarenes. Using commercially available diethyl bromodifluoromethyl phosphonate as a precursor of difluoromethyl radical, fac-Ir(ppy)3 as a photosensitizer and a 3 W blue LED as a light source, an array of aromatic compounds containing difluoromethylenephosphonyl groups were prepared directly from the corresponding arenes and heteroarenes in excellent to moderate yields.
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, 222 South Tianshui Road, Lanzhou 730000, P. R. China. liuqiang@lzu.edu.cn.
Lin
L
Wang
Xiao-Jing
XJ
Wei
Wen-Long
WL
Lei
Han
H
Chen
Li-Zhu
LZ
Wu
Qiang
Q
Liu
D001555:Benzene Derivatives / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D056831:Coordination Complexes / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry; D008027:Light; D063065:Organophosphonates / Q000138:chemical synthesis / Q000737:chemistry*
D001555:Benzene Derivatives; D056831:Coordination Complexes; D063065:Organophosphonates; D002244:Carbon; D006859:Hydrogen