Consecutive C1‐Homologation / Displacement Strategy for Converting Thiosulfonates into <i>O,S‐</i>Oxothioacetals

Abstract

Abstract A conceptually intuitive synthesis of oxothioacetals is reported starting from thiosulfonates as electrophilic sulfur donors. The installation of a reactive CH 2 Cl motif with a homologating carbenoid reagent, followed by the immediate nucleophilic displacement with alcoholic groups [(hetero)‐aromatic, aliphatic] offer a convenient access to the title compounds. Genuine chemoselectivity is uniformly observed in the case of multi‐functionalized systems. magnified image