Electrochemical N–H Methylsulfoxidation of Sulfoximines with DMSO

Qing-Ru Zhu , Gen Liu , Yongxiang Wang , Zhubing Xiao , Hui Gao , Pei-Long Wang

Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (8) : 897 -904.

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Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (8) : 897 -904. DOI: 10.1002/cjoc.202401029
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Electrochemical N–H Methylsulfoxidation of Sulfoximines with DMSO

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Abstract

The N–H methylsulfoxidation of sulfoximines using DMSO as a methylsulfinyl source, induced by electrochemistry, has been developed. This method is the first example of an electrochemical reaction in which DMSO serves as a methylsulfinyl source. Unlike previous electrochemical reactions involving DMSO as a substrate, which exclusively proceed via radical mechanisms, this reaction follows an S-cation pathway. A wide range of N-methylsulfinyl sulfoximines were successfully obtained.

Keywords

Electrochemistry / Dimethyl sulfoxide / Sulfoximine / Methylsulfoxidation / Defluorination / Cations / Synthetic methods / Isotopes

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Qing-Ru Zhu, Gen Liu, Yongxiang Wang, Zhubing Xiao, Hui Gao, Pei-Long Wang. Electrochemical N–H Methylsulfoxidation of Sulfoximines with DMSO. Chinese Journal of Chemistry, 2025, 43(8): 897-904 DOI:10.1002/cjoc.202401029

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