Litcius/Paper detail

Access to Polysulfides through Photocatalyzed Dithiosulfonylation

Xiaorui Ren, Qiumin Ke, Yuanyuan Zhou, Jingchao Jiao, Guoxin Li, Si Cao, Xuyong Wang, Xuyong Wang, Qianwen Gao, Xi Wang, Xi Wang

2023Angewandte Chemie International Edition55 citationsDOI

Abstract

Abstract In this study, we outline a general method for photocatalyzed difunctionalization of alkenes, a diene, alkynes, 1,3‐enynes, and [1.1.1]propellane using dithiosulfonate reagents (ArSO 2 ‐SSR) with improved atom economy. Both “ArSO 2 ‐” and “‐SSR” on the dithiosulfonate are transferred under mild conditions with broad substrate scope, high stereoselectivity, and complete regioselectivity. Significantly, the resulting dithiosulfonylated styrene is a general and practical nucleophilic disulfuration reagent, reacting with a variety of electrophiles efficiently. Both reactions can be conducted on gram scale, rendering the approach highly valuable.

Topics & Concepts

ElectrophileRegioselectivityReagentNucleophileStereoselectivityChemistryCombinatorial chemistryRendering (computer graphics)Substrate (aquarium)Organic chemistryCatalysisComputer scienceOceanographyComputer graphics (images)GeologySulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsCyberloafing and Workplace Behavior