Direct C–H difluoromethylenephosphonation of arenes and heteroarenes with bromodifluoromethyl phosphonate via visible-light photocatalysis?

Chemical Communications Pub Date: 2014-10-30 DOI: 10.1039/C4CC07925F

Abstract

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.

Graphical abstract: Direct C–H difluoromethylenephosphonation of arenes and heteroarenes with bromodifluoromethyl phosphonate via visible-light photocatalysis
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