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Chinese Journal of Organic Chemistry >

0 604015 - 604015

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

ARTICLE

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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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

Cite this article

Siyu Wang , Wei Li , Zhihua Cai , Lin He . 1, 2-Keto-Phosphoro(di)thiolation of Alkenes Enabled by Direct Photolysis of S-hydrogen Phosphoro(di)thioates[J]. Chinese Journal of Organic Chemistry, 0 : 604015 -604015 . DOI: 10.6023/cjoc202604015

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