Isoquinoline-Catalyzed Visible-Light-Mediated 1,2-/1,4-Thiosulfonylation Difunctionalization Reaction of Thiosulfates with Alkenes

Abstract

We have developed a novel method for the 1,2-/1,4thiosulfonylation bifunctional reaction of thiosulfates with nonaromatic olefins. This approach eliminates the need for metal catalysts or photocatalysts, offering an environmentally friendly, convenient, and effi-cient process. Under visible light irradiation, inexpensive and readily available isoquinoline serves as an energy transfer catalyst to facilitate the homolytic cleavage of the S-SO₂ bond in thiosulfates, enabling the 1,2-/1,4-thiosulfonylation bifunctionalization of either a single non-aromatic olefin or two different non-aromatic olefins, thereby constructing C-S and C-SO₂ bonds in one step. This method is expected to provide significant impetus for innovative advancements in the fields of organic synthesis methodology and medicinal chemistry.