1,2-Acylphosphinylation of Styrenes to Access β-Aryl-γ-ketophosphine Oxides by Irradiation-Induced Radical Relay

An acylphosphinylation reaction has been devised for the synthesis of β-aryl-γ-ketophosphine oxides, employing styrenes and acyl azolium salts through an irradiation-induced radical relay mechanism. This method effectively constructs C-C and C-P bonds while demonstrating excellent functional group tolerance. Mechanistic studies revealed that a radical-addition-coupling-elimination cascade process was involved in this reaction.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-03-11
DOI
https://doi.org/10.1021/acs.joc.4c02749
Citations
4
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
3.74

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article

1,2-Acylphosphinylation of Styrenes to Access β-Aryl-γ-ketophosphine Oxides by Irradiation-Induced Radical Relay

Shihao Li, Shilu Fan, Ming‐Chen Fu, Yandong Dou et al.
4 citations
The Journal of Organic Chemistry
Radical Photochemical Reactions
3.74
article

1,2-Acylphosphinylation of Styrenes to Access β-Aryl-γ-ketophosphine Oxides by Irradiation-Induced Radical Relay

Shihao Li, Shilu Fan, Ming‐Chen Fu, Yandong Dou, Lishuai Lu, Dengyu Yin, Yanwu Zhu
article en
4 citations

Abstract

An acylphosphinylation reaction has been devised for the synthesis of β-aryl-γ-ketophosphine oxides, employing styrenes and acyl azolium salts through an irradiation-induced radical relay mechanism. This method effectively constructs C-C and C-P bonds while demonstrating excellent functional group tolerance. Mechanistic studies revealed that a radical-addition-coupling-elimination cascade process was involved in this reaction.

The Journal of Organic ChemistryVol. 90(11)
Hefei University of Technology (CN), Catalytic Materials (United States) (US), Buchang Pharma (China) (CN)
Fundamental Research Funds for the Central Universities
Clean water and sanitation
Openalex Percentile: Top 8%
Radical Photochemical Reactions
3.74
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1,2-Acylphosphinylation of Styrenes to Access β-Aryl-γ-ketophosphine Oxides by Irradiation-Induced Radical Relay — Shihao Li, Shilu Fan, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS