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DOI: https://doi.org/10.6023/cjoc202604015

研究论文

基于S-氢（二）硫代磷酸酯直接光解实现烯烃1,2-酮-(二)硫代磷酸酯化

  • 王司渝 ,
  • 黎炜 ,
  • 蔡志华 ,
  • 何林
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  • 石河子大学化学化工学院 新疆 石河子 832000

收稿日期: 2026-04-08

  修回日期: 2026-05-10

  网络出版日期: 2026-06-11

基金资助

新疆天山人才研究项目（编号：2023TSYCCX0122）和石河子大学高层次人才启动基金（编号：RCZK201909）资助.

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1, 2-Keto-Phosphoro(di)thiolation of Alkenes Enabled by Direct Photolysis of S-hydrogen Phosphoro(di)thioates

  • Siyu Wang ,
  • Wei Li ,
  • Zhihua Cai ,
  • Lin He
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  • School of Chemistry and Chemical Engineering, Xinjiang, Shihezi 832000

Received date: 2026-04-08

  Revised date: 2026-05-10

  Online published: 2026-06-11

Supported by

Tianshan Talent Research Project of Xinjiang (No. 2023TSYCCX0122) and the Start-Up Fund for High-Level Talents of Shihezi University (No. RCZK201909)

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摘要

本文报道了一种无需催化剂,利用可见光驱动的烯烃1,2-酮-(二)硫代磷酸酯化反应。该方法以叔丁基过氧化氢(TBHP)和S-氢（二）硫代磷酸酯作为双官能团化试剂,一步合成β-酮-硫代磷酸酯和β-酮-二硫代磷酸酯。初步的机理研究表明,关键的硫代磷酰自由基很可能是由S-氢（二）硫代磷酸酯直接光解产生的。此外,这种光化学方法具有反应条件温和、底物适用范围广的特点,同时无需添加金属、光催化剂或碱,为β -酮-(二)硫代磷酸酯的合成提供了一种可持续且高效的方法。

关键词： 可见光驱动; 双官能团化反应; β-酮-(二)硫代磷酸酯

本文引用格式

王司渝 , 黎炜 , 蔡志华 , 何林 . 基于S-氢（二）硫代磷酸酯直接光解实现烯烃1,2-酮-(二)硫代磷酸酯化[J]. 有机化学, 0 : 604015 -604015 . DOI: 10.6023/cjoc202604015

Abstract

A catalyst-free, visible-light-driven 1, 2-keto-phosphoro(di)thiolation of alkenes is reported. This method utilizes tert-butyl hydroperoxide (TBHP) and S-hydrogen phosphoro(di)thioates as difunctionalization reagents to produce β-keto phosphorothioates and β-keto phosphorodithioates in a single step. Preliminary mechanistic studies suggest that the key thiophosphoryl radicals are likely generated not via oxidation by TBHP, but through a direct photolysis of S-hydrogen phosphoro(di)thioates. Furthermore, this photochemical protocol features mild conditions and broad substrate scope while obviating the need for external metals, photocatalysts, or bases. This provides a sustainable and efficient method for the synthesis of β-keto phosphor(di)thioates.

Key words： visible-light-driven; bifunctional reaction; β-keto phosphor(di)thioates

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