Catalyst‐Free Visible Light‐Induced N−N Bond Cleavage for the Synthesis of Iminophosphorane Using Triarylphosphine and N‐Sulfonyl and N‐Acylaminopyridinium Salt

Abstract Herein, we explore a visible light‐enabled radical addition for the construction of N‐sulfonyl and N‐acyliminophosphorane using triarylphosphine and N‐sulfonyl and N‐acylaminopyridinium salts in the absence of transition metal, photocatalyst, oxidant or base. This method employs PAr 3 as both the reaction catalyst to promote the generation of amidyl radical via N−N bond cleavage of N‐sulfonyl and N‐acylaminopyridinium salts, and materials for the preparation of N‐sulfonyl and N‐acyliminophosphorane products. This transformation exhibits abroad substrate scope and good functional group compatibility.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2025-02-01
DOI
https://doi.org/10.1002/ejoc.202401361
Citations
1
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.94

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article

Catalyst‐Free Visible Light‐Induced N−N Bond Cleavage for the Synthesis of Iminophosphorane Using Triarylphosphine and N‐Sulfonyl and N‐Acylaminopyridinium Salt

Dianjun Li, Jinhui Yang, Jinkai Hu, Chenglei Yang et al.
1 citations
European Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
0.94
article

Catalyst‐Free Visible Light‐Induced N−N Bond Cleavage for the Synthesis of Iminophosphorane Using Triarylphosphine and N‐Sulfonyl and N‐Acylaminopyridinium Salt

Dianjun Li, Jinhui Yang, Jinkai Hu, Chenglei Yang, Xiaotao Qin, Yinjiang Xue
article en
1 citations

Abstract

Abstract Herein, we explore a visible light‐enabled radical addition for the construction of N‐sulfonyl and N‐acyliminophosphorane using triarylphosphine and N‐sulfonyl and N‐acylaminopyridinium salts in the absence of transition metal, photocatalyst, oxidant or base. This method employs PAr 3 as both the reaction catalyst to promote the generation of amidyl radical via N−N bond cleavage of N‐sulfonyl and N‐acylaminopyridinium salts, and materials for the preparation of N‐sulfonyl and N‐acyliminophosphorane products. This transformation exhibits abroad substrate scope and good functional group compatibility.

European Journal of Organic ChemistryVol. 28(11)
Ningxia University (CN)
Ningxia University, National Natural Science Foundation of China, Natural Science Foundation of Ningxia Province
Openalex Percentile: Top 29%
Sulfur-Based Synthesis Techniques
0.94
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