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Practical Electro-Oxidative Sulfonylation of Phenols with Sodium Arenesulfinates Generating Arylsulfonate Esters

Zhibin Tian, Qihang Gong, Tianzeng Huang, Long Liu, Tieqiao Chen

2021The Journal of Organic Chemistry29 citationsDOI

Abstract

A practical and sustainable synthesis of arylsulfonate esters has been developed through electro-oxidation. This reaction employed the stable and readily available phenols and sodium arenesulfinates as the starting materials and took place under mild reaction conditions without additional oxidants. A wide range of arylsulfonate esters including those bearing functional groups were produced in good to excellent yields. This reaction could also be conducted at a gram scale without a decrease of reaction efficiency. Those results well demonstrated the potential synthetic value of this reaction in organic synthesis.

Topics & Concepts

ChemistryPhenolsReaction conditionsOrganic chemistrySodiumOxidative phosphorylationOrganic synthesisCombinatorial chemistryCatalysisBiochemistrySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsChemical Synthesis and Reactions
Practical Electro-Oxidative Sulfonylation of Phenols with Sodium Arenesulfinates Generating Arylsulfonate Esters | Litcius