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Electrochemical Synthesis of β-Keto Phosphorodithioates via Difunctionalization of Alkenes under Metal-Free Conditions

Qianqian Tan, Ziren Chen, Fei Xue, Mengqing Wang, Bin Wang, Yonghong Zhang, Yu Xia, Shaofeng Wu, Weiwei Jin, Xuefeng Jiang, Chenjiang Liu

2025Organic Letters9 citationsDOI

Abstract

An efficient and green one-pot four-component strategy for the synthesis of β-keto phosphorodithioates via difunctionalization of alkenes using air as the oxygen source and cheap phosphorus pentasulfide (P 4 S 10 ) as the sulfur and phosphorus source has been successfully reported at room temperature. This method features simple operation, mild conditions, step economy, wide range of substrates, and the avoidance of moisture-sensitive reagents/pre-functionalized substrates. These advantages of this electrochemical protocol are consistent with the concept of green synthetic chemistry, providing a straightforward and efficient pathway to synthesize β-keto phosphorodithioate derivatives.

Topics & Concepts

ChemistryReagentElectrochemistryCombinatorial chemistrySulfurPhosphorusMetalOrganic chemistryElectrodePhysical chemistrySulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsRadical Photochemical Reactions
Electrochemical Synthesis of β-Keto Phosphorodithioates via Difunctionalization of Alkenes under Metal-Free Conditions | Litcius