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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...
Autores principales: | , , , , , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Royal Society of Chemistry
2017
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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 |
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author | 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. |
author_facet | 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. |
author_sort | Johnson, Tarn C. |
collection | PubMed |
description | 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. |
format | Online Article Text |
id | pubmed-5868301 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-58683012018-04-06 Direct sulfonylation of anilines mediated by visible light 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. Chem Sci Chemistry 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. Royal Society of Chemistry 2017-11-16 /pmc/articles/PMC5868301/ /pubmed/29629128 http://dx.doi.org/10.1039/c7sc03891g Text en This journal is © The Royal Society of Chemistry 2018 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0) |
spellingShingle | Chemistry 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. Direct sulfonylation of anilines mediated by visible light |
title | Direct sulfonylation of anilines mediated by visible light
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title_full | Direct sulfonylation of anilines mediated by visible light
|
title_fullStr | Direct sulfonylation of anilines mediated by visible light
|
title_full_unstemmed | Direct sulfonylation of anilines mediated by visible light
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title_short | Direct sulfonylation of anilines mediated by visible light
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title_sort | direct sulfonylation of anilines mediated by visible light |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5868301/ https://www.ncbi.nlm.nih.gov/pubmed/29629128 http://dx.doi.org/10.1039/c7sc03891g |
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