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Article Dans Une Revue Tetrahedron Année : 2020

Remote trifluoromethylthiolation of alcohols under visible light

Résumé

An unprecedented remote and regioselective trifluoromethylthiolation reaction of alcohols was developed. Under mild conditions, a panel of free-alcohols was selectively functionalized with TolSO2SCF3 reagent as the SCF3 source in the presence of hypervalent iodide (PIDA) under blue light irradiation. This approach offered an operationally simple tool for the construction of a challenging C(sp3)-SCF3 bond at the δ-position of an alcohol by C(sp3)-H bond functionalization. Initial mechanistic studies suggested a radical pathway.
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Dates et versions

hal-02567996 , version 1 (08-12-2020)

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Manuel Barday, Rémi Blieck, Louise Ruyet, Tatiana Besset. Remote trifluoromethylthiolation of alcohols under visible light. Tetrahedron, 2020, pp.131153. ⟨10.1016/j.tet.2020.131153⟩. ⟨hal-02567996⟩
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