Selectfluor-Mediated Oxidative S-Arylation of Sulfenamides with β-Naphthols for the Synthesis of Sulfilimines

We presented a Selectfluor-mediated direct oxidative S-arylation of N-acyl sulfenamides with naphthols via an oxidation to sulfinimidoyl fluoride/nucleophilic substitution cascade process. Notably, this methodology is time-efficient, operationally safe, and easily scalable without requiring prefunctionalized arenes or transition-metal catalysts. It exhibits excellent functional-group compatibility, providing a series of sulfilimines in good to high yields (40 examples, up to 95%).