Visible-light-initiated difluoromethylation of arene diazonium tetrafluoroborates.

Chem Commun (Camb)

Chemical Engineering College, Nanjing University of Science and Technology, 200 Xiao Ling Wei Street, Nanjing, Jiangsu, People's Republic of China.

Published: May 2016

A mild and efficient method for the radical addition of α-aryl-β,β-difluoroenol silyl with arene diazonium tetrafluoroborates at room temperature has been disclosed, which involves an innate radical long chain cycle, so only a small amount (0.05 mol%) of photocatalyst and a short light exposure time are required as radical initiators. A proposed mechanism for the transformation is also illustrated based on the results of control experiments and quantum calculations. A variety of α-aryl-α,α-difluoroketones were formed in moderate to high yields, and can be easily further transformed into various difluoromethylarenes under basic conditions.

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Source
http://dx.doi.org/10.1039/c6cc00177gDOI Listing

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