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

IF 2.7 3区 化学 Q2 CHEMISTRY, ORGANIC European Journal of Organic Chemistry Pub Date : 2025-02-01 DOI:10.1002/ejoc.202401361
Xiaotao Qin, Chenglei Yang, Yinjiang Xue, Jinkai Hu, Jinhui Yang, Dianjun Li
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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.

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用三芳基膦和N -磺酰基和N -酰基氨基吡啶盐合成亚氨基磷烷的无催化剂可见光诱导N - N键裂解
在此,我们探索了在没有过渡金属、光催化剂、氧化剂或碱的情况下,利用三芳基膦、N -磺酰基和N -酰基氨基吡啶盐构建N -磺酰基和N -酰基氨基磷的可见光自由基加成方法。该方法采用PAr3作为反应催化剂,通过N -磺酰基和N -酰基氨基吡啶盐的N - N键裂解促进酰胺基自由基的生成,并制备N -磺酰基和N -酰基氨基磷烷产品。这种转变具有广泛的衬底范围和良好的官能团相容性。
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来源期刊
CiteScore
5.40
自引率
3.60%
发文量
752
审稿时长
1 months
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.
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