Synthesis of E -Thiovinylphosphonates via Visible-Light Mediated One-Step C–S and C–P Bond Formation Reaction

Abstract A three-component reaction of thiols, alkynes, and trialkylphosphites under visible-light irradiation has been investigated. This reaction affords α-substituted (E)-2-thiovinylphosphonates in yields up to 90% starting from simple, readily available reagents. High regio- and stereoselectivity was observed in most of the cases. The reaction features a rare example of one-step formation of C(sp2)–S and C(sp2)–P bonds.

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Publication Details

Journal
Organic Letters
Published
2026-10-08
DOI
https://doi.org/10.1021/acs.orglett.6c03330
Primary Topic
Organophosphorus compounds synthesis
Type
article
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article

Synthesis of E -Thiovinylphosphonates via Visible-Light Mediated One-Step C–S and C–P Bond Formation Reaction

I. P. Beletskaya, Stanislav I. Bezzubov, Alisa D. Kharlamova, Alexei Dmitrievich Averin et al.
Organic Letters
Organophosphorus compounds synthesis
article

Synthesis of E -Thiovinylphosphonates via Visible-Light Mediated One-Step C–S and C–P Bond Formation Reaction

I. P. Beletskaya, Stanislav I. Bezzubov, Alisa D. Kharlamova, Alexei Dmitrievich Averin, Anton S. Abel, Alexei A. Yakushev, Vitaly A. Roznyatovsky
article en

Abstract

Abstract A three-component reaction of thiols, alkynes, and trialkylphosphites under visible-light irradiation has been investigated. This reaction affords α-substituted (E)-2-thiovinylphosphonates in yields up to 90% starting from simple, readily available reagents. High regio- and stereoselectivity was observed in most of the cases. The reaction features a rare example of one-step formation of C(sp2)–S and C(sp2)–P bonds.

Organic Letters
Lomonosov Moscow State University (RU), Frumkin Institute of Physical Chemistry and Electrochemistry Russian Academy of Sciences (RU), NS Kurnakova Institute of General and Inorganic Chemistry (RU)
Openalex Percentile: Top 24%
Organophosphorus compounds synthesis
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Synthesis of E -Thiovinylphosphonates via Visible-Light Mediated One-Step C–S and C–P Bond Formation Reaction — I. P. Beletskaya, Stanislav I. Bezzubov, et al. · Organic Letters (2026) | TGRS Research Map | TGRS