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Electrochemical N–H Phosphorodithiolation of Sulfoximines with P <sub>4</sub> S <sub>10</sub> and Alcohols

Peng Qian, Jinxiu Liu, Tianran Sheng, Jiusi Yang, Lexuan Zhang, Wenxuan Zhan, Kai Du, Dongping Zheng, Tongtong Zhu, Yuting Ren, Tingting Lu

2025Organic Letters7 citationsDOI

Abstract

High Resolution Image Download MS PowerPoint Slide Coupling dithiophosphates with sulfoximines is a promising strategy for generating diverse bioactive products, but a mild and efficient method is highly desirable. Herein, an electrochemical method has been developed to achieve N–H phosphorodithiolation of sulfoximines, providing N -(diethylphosphorodithioate) sulfoximines with moderate to good yields in the absence of external chemical oxidants. Furthermore, this approach can be extended to the synthesis of (dialkylphosphorodithioate) sulfoximines by employing in situ generated dialkylphosphorodithioate from P 4 S 10 and alcohols in one pot.

Topics & Concepts

ChemistryElectrochemistryCombinatorial chemistryCoupling (piping)Organic chemistryMoleculeReaction conditionsAlcoholChemical synthesisOne-StepSynthesis and Catalytic ReactionsSulfur-Based Synthesis TechniquesRadical Photochemical Reactions