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Construction of Benzenesulfonamide Derivatives via Copper and Visible Light-induced Azides and S(O)(2)–H Coupling

We here have developed an S(O)(2)–N coupling between phenylsulfinic acid derivatives and aryl azides by dual copper and visible light catalysis. In this efficient and mild pathway, the reaction produces sulfonamide compounds under redox-neutral condition, which is mechanistically different from the...

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Detalles Bibliográficos
Autores principales: Liang, Zhipeng, Wu, Ya-Nan, Wang, Yang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9457716/
https://www.ncbi.nlm.nih.gov/pubmed/36080306
http://dx.doi.org/10.3390/molecules27175539
Descripción
Sumario:We here have developed an S(O)(2)–N coupling between phenylsulfinic acid derivatives and aryl azides by dual copper and visible light catalysis. In this efficient and mild pathway, the reaction produces sulfonamide compounds under redox-neutral condition, which is mechanistically different from the nitrogen nucleophilic substitution reactions. Significantly, this transformation intends to utilize the property of visible light-induced azides to generate triplet nitrene and followed coupling with sulfonyl radicals in situ to achieve structurally diverse benzenesulfinamides in good yields.