4.8 Article

Trifluoromethyl Thianthrenium Triflate: A Readily Available Trifluoromethylating Reagent with Formal CF3+, CF3•, and CF3- Reactivity

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 143, Issue 20, Pages 7623-7628

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.1c02606

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Funding

  1. China Scholarship Council
  2. Alexander von Humboldt Foundation

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In this study, we report the synthesis and application of a novel trifluoromethylating reagent TT-CF3+OTf-, which can be used in various trifluoromethylation reactions.
Here we report the synthesis and application of trifluoromethyl thianthrenium triflate (TT-CF3+OTf-) as a novel trifluoromethylating reagent, which is conveniently accessible in a single step from thianthrene and triflic anhydride. We demonstrate the use of TT-CF3+OTf- in electrophilic, radical, and nucleophilic trifluoromethylation reactions.

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