Catalyst‐free visible light‐induced N‐N bond cleavage for the synthesis of iminophosphorane using triarylphosphine and N‐sulfonyl and N‐acylaminopyridinium salt
{"title":"Catalyst‐free visible light‐induced N‐N bond cleavage for the synthesis of iminophosphorane using triarylphosphine and N‐sulfonyl and N‐acylaminopyridinium salt","authors":"Xiaotao Qin, Chenglei Yang, Yinjiang Xue, Jinkai Hu, Jinhui Yang, Dianjun Li","doi":"10.1002/ejoc.202401361","DOIUrl":null,"url":null,"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 PAr3 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.","PeriodicalId":167,"journal":{"name":"European Journal of Organic Chemistry","volume":"168 1","pages":""},"PeriodicalIF":2.5000,"publicationDate":"2025-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"European Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/ejoc.202401361","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
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 PAr3 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.
期刊介绍:
The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies.
The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry:
Liebigs Annalen
Bulletin des Sociétés Chimiques Belges
Bulletin de la Société Chimique de France
Gazzetta Chimica Italiana
Recueil des Travaux Chimiques des Pays-Bas
Anales de Química
Chimika Chronika
Revista Portuguesa de Química
ACH—Models in Chemistry
Polish Journal of Chemistry.