Pathology

Organic chemistry

Trifluoromethanesulfonate

Reactivity (psychology)

Triflic acid

Reagent

Electrophile

Trifluoromethylation

Catalysis

Nucleophile

Medicinal chemistry

Chemistry

Trifluoromethyl

Alternative medicine

Alkyl

Medicine

Journal of the American Chemical Society

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.

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