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Direct sulfonylation of anilines mediated by visible light

Sulfones feature prominently in biologically active molecules and are key functional groups for organic synthesis. We report a mild, photoredox-catalyzed reaction for sulfonylation of aniline derivatives with sulfinate salts, and demonstrate the utility of the method by the late-stage functionalizat...

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Detalles Bibliográficos
Autores principales: Johnson, Tarn C., Elbert, Bryony L., Farley, Alistair J. M., Gorman, Timothy W., Genicot, Christophe, Lallemand, Bénédicte, Pasau, Patrick, Flasz, Jakub, Castro, José L., MacCoss, Malcolm, Dixon, Darren J., Paton, Robert S., Schofield, Christopher J., Smith, Martin D., Willis, Michael C.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5868301/
https://www.ncbi.nlm.nih.gov/pubmed/29629128
http://dx.doi.org/10.1039/c7sc03891g
Descripción
Sumario:Sulfones feature prominently in biologically active molecules and are key functional groups for organic synthesis. We report a mild, photoredox-catalyzed reaction for sulfonylation of aniline derivatives with sulfinate salts, and demonstrate the utility of the method by the late-stage functionalization of drugs. Key features of the method are the straightforward generation of sulfonyl radicals from bench-stable sulfinate salts and the use of simple aniline derivatives as convenient readily available coupling partners.