This method efficiently synthesizes chloro- and bromodifluoromethyl aryl sulfides using TMSCF2X, suggesting difluorocarbene involvement.
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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Zhou et al. (2025) studied this question.
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