Visible Light‐Driven Photoredox Carboarylation of N‐Acryloyl Phosphinimides with Sulfoxonium Ylides

A mild visible light‐driven photoredox cascade radical cyclization of N ‐acryloyl phosphinamides with sulfoxonium ylides for the modular synthesis of value‐added cyclic phosphinamides under additive‐free conditions has been reported. This scalable protocol uses sulfoxonium ylides as novel carbon radical precursors in an eco‐friendly MeCN/H 2 O solvent system, eliminating the need for stoichiometric oxidants or bases while maintaining broad functional group tolerance. The carboarylation reaction has been successfully implemented at ambient temperature, providing an efficient and viable access to P–N scaffolds bearing a quaternary carbon center. Mechanistic studies support a proton‐coupled electron transfer pathway for radical generation from sulfoxonium ylides under visible‐light irradiation.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2025-08-28
DOI
https://doi.org/10.1002/adsc.70095
Citations
3
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
2.81
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article

Visible Light‐Driven Photoredox Carboarylation of N‐Acryloyl Phosphinimides with Sulfoxonium Ylides

Ning Xian, Huawen Huang
3 citations
Advanced Synthesis & Catalysis
Sulfur-Based Synthesis Techniques
2.81
article

Visible Light‐Driven Photoredox Carboarylation of N‐Acryloyl Phosphinimides with Sulfoxonium Ylides

Ning Xian, Huawen Huang
article en
3 citations

Abstract

A mild visible light‐driven photoredox cascade radical cyclization of N ‐acryloyl phosphinamides with sulfoxonium ylides for the modular synthesis of value‐added cyclic phosphinamides under additive‐free conditions has been reported. This scalable protocol uses sulfoxonium ylides as novel carbon radical precursors in an eco‐friendly MeCN/H 2 O solvent system, eliminating the need for stoichiometric oxidants or bases while maintaining broad functional group tolerance. The carboarylation reaction has been successfully implemented at ambient temperature, providing an efficient and viable access to P–N scaffolds bearing a quaternary carbon center. Mechanistic studies support a proton‐coupled electron transfer pathway for radical generation from sulfoxonium ylides under visible‐light irradiation.

Advanced Synthesis & CatalysisVol. 367(17)
Xiangtan University (CN), Henan Normal University (CN)
Openalex Percentile: Top 9%
Sulfur-Based Synthesis Techniques
2.81
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Visible Light‐Driven Photoredox Carboarylation of N‐Acryloyl Phosphinimides with Sulfoxonium Ylides — Ning Xian, Huawen Huang · Advanced Synthesis & Catalysis (2025) | TGRS Research Map | TGRS