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Chemo‐ and Site‐Selective Electro‐Oxidative Alkane Fluorination by C(sp(3))−H Cleavage
Electrochemical fluorinations of C(sp(3))−H bonds with a nucleophilic fluoride source have been accomplished in a chemo‐ and site‐selective fashion, avoiding the use of electrophilic F(+) sources and stoichiometric oxidants. The introduced metal‐free strategy exhibits high functional group tolerance...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9804291/ https://www.ncbi.nlm.nih.gov/pubmed/35844078 http://dx.doi.org/10.1002/chem.202201654 |
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author | Stangier, Maximilian Scheremetjew, Alexej Ackermann, Lutz |
author_facet | Stangier, Maximilian Scheremetjew, Alexej Ackermann, Lutz |
author_sort | Stangier, Maximilian |
collection | PubMed |
description | Electrochemical fluorinations of C(sp(3))−H bonds with a nucleophilic fluoride source have been accomplished in a chemo‐ and site‐selective fashion, avoiding the use of electrophilic F(+) sources and stoichiometric oxidants. The introduced metal‐free strategy exhibits high functional group tolerance, setting the stage for late‐stage fluorinations of biorelevant motifs. The synthetic utility of the C(sp(3))−H fluorination was reflected by subsequent one‐pot arylation of the generated benzylic fluorides. |
format | Online Article Text |
id | pubmed-9804291 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-98042912023-01-03 Chemo‐ and Site‐Selective Electro‐Oxidative Alkane Fluorination by C(sp(3))−H Cleavage Stangier, Maximilian Scheremetjew, Alexej Ackermann, Lutz Chemistry Research Articles Electrochemical fluorinations of C(sp(3))−H bonds with a nucleophilic fluoride source have been accomplished in a chemo‐ and site‐selective fashion, avoiding the use of electrophilic F(+) sources and stoichiometric oxidants. The introduced metal‐free strategy exhibits high functional group tolerance, setting the stage for late‐stage fluorinations of biorelevant motifs. The synthetic utility of the C(sp(3))−H fluorination was reflected by subsequent one‐pot arylation of the generated benzylic fluorides. John Wiley and Sons Inc. 2022-08-31 2022-10-26 /pmc/articles/PMC9804291/ /pubmed/35844078 http://dx.doi.org/10.1002/chem.202201654 Text en © 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Research Articles Stangier, Maximilian Scheremetjew, Alexej Ackermann, Lutz Chemo‐ and Site‐Selective Electro‐Oxidative Alkane Fluorination by C(sp(3))−H Cleavage |
title | Chemo‐ and Site‐Selective Electro‐Oxidative Alkane Fluorination by C(sp(3))−H Cleavage |
title_full | Chemo‐ and Site‐Selective Electro‐Oxidative Alkane Fluorination by C(sp(3))−H Cleavage |
title_fullStr | Chemo‐ and Site‐Selective Electro‐Oxidative Alkane Fluorination by C(sp(3))−H Cleavage |
title_full_unstemmed | Chemo‐ and Site‐Selective Electro‐Oxidative Alkane Fluorination by C(sp(3))−H Cleavage |
title_short | Chemo‐ and Site‐Selective Electro‐Oxidative Alkane Fluorination by C(sp(3))−H Cleavage |
title_sort | chemo‐ and site‐selective electro‐oxidative alkane fluorination by c(sp(3))−h cleavage |
topic | Research Articles |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9804291/ https://www.ncbi.nlm.nih.gov/pubmed/35844078 http://dx.doi.org/10.1002/chem.202201654 |
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