Metal-Free Electrophilic Phosphination with Soft Carbon Nucleophiles: Access to Diverse β-Ketophosphine Oxides

A metal-free electrophilic phosphination protocol utilizing silyl enol ethers as soft carbon nucleophiles has been developed under Tf<sub>2</sub>O/DMSO-mediated conditions. This approach enables convenient access to a diverse range of β-ketophosphine oxides under mild reaction conditions. The broad substrate scope, scalability, and potential for further synthetic applications highlight the practical utility of this method. The development of this method also expands the scope of the umpolung electrophilic phosphination strategies.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-06-02
DOI
https://doi.org/10.1021/acs.joc.5c00437
Citations
1
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
0.54

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article

Metal-Free Electrophilic Phosphination with Soft Carbon Nucleophiles: Access to Diverse β-Ketophosphine Oxides

Yong Xin, Dawei Shi, Bin Yang, Ming Li et al.
1 citations
The Journal of Organic Chemistry
Asymmetric Hydrogenation and Catalysis
0.54
article

Metal-Free Electrophilic Phosphination with Soft Carbon Nucleophiles: Access to Diverse β-Ketophosphine Oxides

Yong Xin, Dawei Shi, Bin Yang, Ming Li, Zhichao Wang, Jie Liu, Junru Liu, Shang‐Dong Yang
article en
1 citations

Abstract

A metal-free electrophilic phosphination protocol utilizing silyl enol ethers as soft carbon nucleophiles has been developed under Tf<sub>2</sub>O/DMSO-mediated conditions. This approach enables convenient access to a diverse range of β-ketophosphine oxides under mild reaction conditions. The broad substrate scope, scalability, and potential for further synthetic applications highlight the practical utility of this method. The development of this method also expands the scope of the umpolung electrophilic phosphination strategies.

The Journal of Organic ChemistryVol. 90(23)
Yantai University (CN), State Key Laboratory of Applied Organic Chemistry, Lanzhou University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 35%
Asymmetric Hydrogenation and Catalysis
0.54
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Metal-Free Electrophilic Phosphination with Soft Carbon Nucleophiles: Access to Diverse β-Ketophosphine Oxides — Yong Xin, Dawei Shi, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS