Regioselective Sulfenylation of α′-CH₃ or α′-CH₂ Groups of α,β-Unsaturated Ketones with Heterocyclic Thiols

摘要

A rare regioselective sulfenylation of α′-CH_(3) or α′-CH_(2) bonds adjacent to α,β-unsaturated ketones using dimethyl sulfoxide as an oxidant and a substoichiometric amount of aq HI as an additive is described. This methodology employs a strong acid such as aq HI or iodine and exhibits a high regioselectivity without undergoing conjugate addition, which is difficult to achieve under the cross dehydrogenative coupling method.