Electrochemical Cross-Coupling of P(O)-H with Thioesters: Green Synthesis of Phosphorothioates

An efficient and eco-friendly electrochemical strategy enables the metal-, base-, and oxidant-free cross-coupling between thioesters and P(O)-H species for the construction of P-S bonds. The reaction proceeds under mild conditions and has a broad substrate scope (61 examples, up to 95%). Even in gram-scale synthesis, satisfactory yields can be achieved. The utilization of thioesters circumvents traditional procedures that involve gaseous short-chain alkyl thiols. Meanwhile, it offers a practical alternative to malodorous and unstable thiols.

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Publication Details

Journal
Organic Letters
Published
2025-11-12
DOI
https://doi.org/10.1021/acs.orglett.5c03772
Citations
3
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
2.81
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article

Electrochemical Cross-Coupling of P(O)-H with Thioesters: Green Synthesis of Phosphorothioates

Pingping Tang, Fanhua Meng, Wenying Guo, Yongbiao Guo et al.
3 citations
Organic Letters
Sulfur-Based Synthesis Techniques
2.81
article

Electrochemical Cross-Coupling of P(O)-H with Thioesters: Green Synthesis of Phosphorothioates

Pingping Tang, Fanhua Meng, Wenying Guo, Yongbiao Guo, Zirui Lv, Lihua Huang, Zhenhua Gao, Xiandong Dai, Chunru Cheng
article en
3 citations

Abstract

An efficient and eco-friendly electrochemical strategy enables the metal-, base-, and oxidant-free cross-coupling between thioesters and P(O)-H species for the construction of P-S bonds. The reaction proceeds under mild conditions and has a broad substrate scope (61 examples, up to 95%). Even in gram-scale synthesis, satisfactory yields can be achieved. The utilization of thioesters circumvents traditional procedures that involve gaseous short-chain alkyl thiols. Meanwhile, it offers a practical alternative to malodorous and unstable thiols.

Organic LettersVol. 27(46)
State Council of the People's Republic of China (CN), Sichuan University of Science and Engineering (CN)
Openalex Percentile: Top 9%
Sulfur-Based Synthesis Techniques
2.81
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