DMSO/Tf2O-promoted regio- and Z-stereoselective sulfonyl functionalization of terminal alkynes

Abstract

In this study, we report a DMSO/Tf₂O-promoted regio- and Z-stereoselective sulfonyl functionalization of terminal alkynes that delivers diverse functionalized vinyl sulfones in a highly selective manner under tunable basic conditions. A variety of terminal alkynes, sodium sulfinates, and alkyl alcohols, (thiol)phenols, and selenophenol are viable in this transformation. Notably, the synthetic utility of this method is demonstrated by its applicability in scale-up reactions and efficient late-stage modification of target products and bioactive molecules.