Organic Letters · 2023 · 13 citations · 45 references
The BnSR<sub>f</sub> (R<sub>f</sub> = CF<sub>2</sub>H or CF<sub>3</sub>)/<i>m</i>CPBA/Tf<sub>2</sub>O system was found to be an effective multicomponent reagent system for the one-pot synthesis of di/trifluoromethylthiolated heterocycles from alkynes. The reaction was postulated to proceed via a cascade sequence involving the oxidation of BnSR<sub>f</sub> by <i>m</i>CPBA, activation of the in situ-generated sulfoxide by Tf<sub>2</sub>O, and intramolecular cyclization/fluoromethylthiolation of the alkyne substrates enabled by the formed electrophilic sulfonium salt to give di/trifluoromethylthiolated heterocycles.
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Yudong Yang, Ayaka Azuma, Etsuko Tokunaga et al. · Journal of the American Chemical Society · 2013 · 314 citations
Chemical Engineering, Desired Cf3s-substituted Products, β-Keto Esters +11