Copper-Mediated Oxidative Chloro- and Bromodifluoromethylation of Phenols.

J Am Chem Soc

Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Science, Chinese Academy of Science, 345 Lingling Lu, Shanghai 200032, China.

Published: November 2023

The first oxidative chloro- and bromodifluoromethylation of phenols with (CH)SiCFX and CuX (X = Cl or Br) in the presence of Selectfluor under mild reaction conditions was developed. This protocol provided a practical and efficient method for the synthesis of a diverse range of biologically valuable and synthetically challenging chloro- and bromodifluoromethyl aryl ethers. Preliminary mechanistic studies suggest that this reaction proceeded through a difluorocarbene-involved oxidative coupling process.

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http://dx.doi.org/10.1021/jacs.3c08858DOI Listing

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