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

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

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, a...

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Veröffentlicht in:Journal of the American Chemical Society 2021-05, Vol.143 (20), p.7623-7628
Hauptverfasser: Jia, Hao, Häring, Andreas P, Berger, Florian, Zhang, Li, Ritter, Tobias
Format: Artikel
Sprache:eng
Schlagworte:
Communication
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Zusammenfassung: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.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.1c02606