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Electrochemical Oxidative Carbonylation of <i>N</i>H-Sulfoximines

Mingzhe Li, Mengyu Peng, Wenxiu Huang, Longqiang Zhao, Shoucai Wang, Chen Kang, Guangbin Jiang, Fanghua Ji

2023Organic Letters32 citationsDOI

Abstract

The electrochemical synthesis of N -aroylsulfoximines features the use of tetra- n -butylammonium iodide (TBAI) as the medium and a broad substrate scope, thus affording a wide range of N -aroylated sulfoximines in moderate to good yields. The advantages of this electrochemical strategy are augmented by mild reaction conditions that are external oxidant-free, ligand-free, and easy to scale up to gram scale. Both the control experiments and the mechanistic studies revealed that the whole electrochemical process proceeded through a palladium (II/IV/II) catalytic cycle.

Topics & Concepts

ChemistryElectrochemistryCarbonylationCombinatorial chemistryCatalysisSubstrate (aquarium)Ligand (biochemistry)PalladiumCatalytic cycleIodideOxidative phosphorylationOrganic chemistryElectrodeCarbon monoxideReceptorBiochemistryOceanographyPhysical chemistryGeologySynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
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