Base-Promoted S -Alkylation of Sulfenamides with Cyclic Sulfonium Salts

S-alkylation of sulfenamides is a promising strategy to access sulfilimine compounds that play important roles in chemical biology and synthetic chemistry. Herein, we report a base-promoted S-alkylation of sulfenamides with cyclic sulfonium salts as alkylating reagents, which delivered the sulfilimines featuring alkenyl/alkynyl thioether moieties. This practical method shows the advantages of mild conditions, operational simplicity, and broad substrate scope. Moreover, the synthetic potential of this method was demonstrated by a one-pot synthesis and late-stage diversification of drug-relevant molecules.