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Multicomponent Sulfonylation of Alkenes to Access β-Substituted Arylsulfones

Kai‐Yi Zhang, Fang Long, Chuan‐Chong Peng, Jinhui Liu, Yunchu Hu, Li‐Jun Wu

2023The Journal of Organic Chemistry20 citationsDOI

Abstract

A novel multicomponent sulfonylation of alkenes is described for the assembly of various β-substituted arylsulfones using cheap and easily available K 2 S 2 O 5 as a sulfur dioxide source. Of note, the procedure does not need any extra oxidants and metal catalysts and exhibits a relatively wide substrate scope and good functional group compatibility. Mechanistically, an initial arylsulfonyl radical is formed involving the insertion of sulfur dioxide with aryl diazonium salt, followed by alkoxyarylsulfonylation or hydroxysulfonylation of alkenes.

Topics & Concepts

ArylChemistrySulfurCatalysisFunctional groupSulfur dioxideCompatibility (geochemistry)Combinatorial chemistryOrganic chemistryScope (computer science)Substrate (aquarium)Salt (chemistry)Materials scienceComputer scienceAlkylPolymerComposite materialProgramming languageOceanographyGeologySulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsCyberloafing and Workplace Behavior
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