This study demonstrates an eosin Y (EY)-photocatalyzed α-hydroxy-β-sulfinylation of α-(trifluoromethyl)styrenes with thiophenols, enabling the efficient synthesis of valuable α-trifluoromethyl-β-sulfinyl tertiary alcohols. Notably, when heterocyclic thiols are used, the reaction selectively affords α-trifluoromethyl-β-thioether tertiary alcohols via α-hydroxy-β-sulfenylation. The developed methodology features a broad substrate scope, excellent functional group compatibility, and high chemoselectivity. From a green chemistry perspective, this protocol showcases distinct advantages: it utilizes visible light as an energy source and EY as a photocatalyst, operates under transition metal-free conditions, employs air as the oxidant, and demonstrates high atom economy, providing a sustainable platform for the sulfenylation/sulfenylation of bioactive molecules.
Shen et al. (Fri,) studied this question.