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Updated: Sep 9, 2025

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Oxidative Chloro- and Bromodifluoromethylation of Thiophenols
Yu-Sheng Zhou1, Wen-Juan Yuan1, Jia-Yi Shou1
1State Key Laboratory of Fluorine and Nitrogen Chemistry and Advanced Materials, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Science, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China.
Abstract:
Herein we reported metal-free oxidative chloro- and bromodifluoromethylation of thiophenols with TMSCF2X in the presence of oxidant N-chloro(bromo)succinimide and nBu4NX (X = Cl or Br), respectively, under mild reaction conditions. This protocol provided a practical and efficient method for synthesizing various biologically valuable and synthetically challenging chloro- and bromodifluoromethyl aryl sulfides. Preliminary mechanistic investigation suggested that the transformation proceeded through a difluorocarbene intermediate.
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