Electrochemical Cross-Dehydrogenative Coupling of P(O)–H/P–H Bonds with Heteroatom Nucleophiles: Access to P(O)–N and P(S)–X Compounds

A unified electrochemical cross-dehydrogenative coupling (CDC) of heteroatom nucleophiles with H-phosphine oxides, H-phosphinates, H-phosphites, and in situ-formed H-phosphine sulfides has been developed for the synthesis of <i>N</i>-aryl phosphamides, phosphoramidates, thiophosphamides, phosphinodithioates, and phosphinothioates. This electrochemical reaction exhibited good function tolerance and high atomic economy under metal-, light-, base-, and oxidant-free conditions with releasing molecular hydrogen as the sole and nontoxic byproduct.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-06-11
DOI
https://doi.org/10.1021/acs.joc.5c00760
Citations
4
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
3.74

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article

Electrochemical Cross-Dehydrogenative Coupling of P(O)–H/P–H Bonds with Heteroatom Nucleophiles: Access to P(O)–N and P(S)–X Compounds

Sifeng Li, Dilnigar Askar, Ablikim Obolda, Jigang Gao et al.
4 citations
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
3.74
article

Electrochemical Cross-Dehydrogenative Coupling of P(O)–H/P–H Bonds with Heteroatom Nucleophiles: Access to P(O)–N and P(S)–X Compounds

Sifeng Li, Dilnigar Askar, Ablikim Obolda, Jigang Gao, Bin Cheng, Xiao Li, Xingchen Li, Xiaoye Mo
article en
4 citations

Abstract

A unified electrochemical cross-dehydrogenative coupling (CDC) of heteroatom nucleophiles with H-phosphine oxides, H-phosphinates, H-phosphites, and in situ-formed H-phosphine sulfides has been developed for the synthesis of <i>N</i>-aryl phosphamides, phosphoramidates, thiophosphamides, phosphinodithioates, and phosphinothioates. This electrochemical reaction exhibited good function tolerance and high atomic economy under metal-, light-, base-, and oxidant-free conditions with releasing molecular hydrogen as the sole and nontoxic byproduct.

The Journal of Organic ChemistryVol. 90(24)
University of Science and Technology Liaoning (CN), Xinjiang Agricultural University (CN), Shenzhen Polytechnic University (CN), The Polytechnic University of Japan (JP)
Department of Education of Guangdong Province, Science, Technology and Innovation Commission of Shenzhen Municipality
Openalex Percentile: Top 7%
Catalytic C–H Functionalization Methods
3.74
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Electrochemical Cross-Dehydrogenative Coupling of P(O)–H/P–H Bonds with Heteroatom Nucleophiles: Access to P(O)–N and P(S)–X Compounds — Sifeng Li, Dilnigar Askar, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS