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Electrochemical Thiolation and Borylation of Arylazo Sulfones with Thiols and B<sub>2</sub>pin<sub>2</sub>

Rongkang Wang, Fang‐Ming Chen, Lvqi Jiang, Wenbin Yi

2021Advanced Synthesis & Catalysis33 citationsDOI

Abstract

Abstract An efficient electrochemical synthesis approach of various unsymmetrical thioethers and arylboronates has been developed. Bench stable arylazo sulfones were used as radical precursors for carbon‐heteroatom bond formation under electrochemical conditions. Moreover, the scalability of this approach was evaluated by performing the electrochemical thiolation and borylation of arylazo sulfones with thiols and B 2 pin 2 on a gram scale. This protocol not only avoided the use of stoichiometric oxidants, metal catalysts, activating agents and even added bases, but also exhibited favorable functional group tolerance. magnified image

Topics & Concepts

BorylationChemistryElectrochemistryHeteroatomCombinatorial chemistryCatalysisStoichiometryFunctional groupOrganic chemistryRing (chemistry)ElectrodePhysical chemistryArylAlkylPolymerSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods
Electrochemical Thiolation and Borylation of Arylazo Sulfones with Thiols and B<sub>2</sub>pin<sub>2</sub> | Litcius