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Light-Induced 1,3-Thiosulfonylation of β,γ-Unsaturated Ketones with Thiosulfonates

Jiuwen Xu, Bo-Xi Liu, Xinyu Liu, Weidong Rao, Shun‐Yi Wang

2024Organic Letters14 citationsDOI

Abstract

Sulfur-containing compounds exhibit potent significance in drug molecules. Thiosulfonates as 1,3-thiosulfonylation reactants to olefins have yet to be investigated. Herein, we report photoinduced 1,3-difunctionalization of β,γ-unsaturated ketones with thiosulfonates, which undergo a radical 1,2-acyl shift. The protocol features mild conditions, high regioselectivity, and 100% atom economy.

Topics & Concepts

ChemistryRegioselectivitySulfurMoleculeMedicinal chemistryPhotochemistryCombinatorial chemistryOrganic chemistryCatalysisSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsChemical Synthesis and Reactions