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(Hetero)aryl‐S(VI) Fluorides: Synthetic Development and Opportunities
(Hetero)arylsulfur compounds where the S atom is in the oxidation state VI represent a large percentage of the molecular functionalities present in organic chemistry. More specifically, (hetero)aryl‐S(VI) fluorides have recently received enormous attention because of their potential as chemical biol...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2022
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9322316/ https://www.ncbi.nlm.nih.gov/pubmed/35303387 http://dx.doi.org/10.1002/anie.202200904 |
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author | Magre, Marc Ni, Shengyang Cornella, Josep |
author_facet | Magre, Marc Ni, Shengyang Cornella, Josep |
author_sort | Magre, Marc |
collection | PubMed |
description | (Hetero)arylsulfur compounds where the S atom is in the oxidation state VI represent a large percentage of the molecular functionalities present in organic chemistry. More specifically, (hetero)aryl‐S(VI) fluorides have recently received enormous attention because of their potential as chemical biology probes, as a result of their reactivity in a simple, modular, and efficient manner. Whereas the synthesis and application of the level 1 fluorination at S(VI) atoms (sulfonyl and sulfonimidoyl fluorides) have been widely studied and reviewed, the synthetic strategies towards higher levels of fluorination (levels 2 to 5) are somewhat more limited. This Minireview evaluates and summarizes the progress in the synthesis of highly fluorinated aryl‐S(VI) compounds at all levels, discussing synthetic strategies, reactivity, the advantages and disadvantages of the synthetic procedures, the proposed mechanisms, and the potential upcoming opportunities. |
format | Online Article Text |
id | pubmed-9322316 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-93223162022-07-30 (Hetero)aryl‐S(VI) Fluorides: Synthetic Development and Opportunities Magre, Marc Ni, Shengyang Cornella, Josep Angew Chem Int Ed Engl Minireviews (Hetero)arylsulfur compounds where the S atom is in the oxidation state VI represent a large percentage of the molecular functionalities present in organic chemistry. More specifically, (hetero)aryl‐S(VI) fluorides have recently received enormous attention because of their potential as chemical biology probes, as a result of their reactivity in a simple, modular, and efficient manner. Whereas the synthesis and application of the level 1 fluorination at S(VI) atoms (sulfonyl and sulfonimidoyl fluorides) have been widely studied and reviewed, the synthetic strategies towards higher levels of fluorination (levels 2 to 5) are somewhat more limited. This Minireview evaluates and summarizes the progress in the synthesis of highly fluorinated aryl‐S(VI) compounds at all levels, discussing synthetic strategies, reactivity, the advantages and disadvantages of the synthetic procedures, the proposed mechanisms, and the potential upcoming opportunities. John Wiley and Sons Inc. 2022-04-27 2022-06-07 /pmc/articles/PMC9322316/ /pubmed/35303387 http://dx.doi.org/10.1002/anie.202200904 Text en © 2022 The Authors. Angewandte Chemie International Edition 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 | Minireviews Magre, Marc Ni, Shengyang Cornella, Josep (Hetero)aryl‐S(VI) Fluorides: Synthetic Development and Opportunities |
title | (Hetero)aryl‐S(VI) Fluorides: Synthetic Development and Opportunities |
title_full | (Hetero)aryl‐S(VI) Fluorides: Synthetic Development and Opportunities |
title_fullStr | (Hetero)aryl‐S(VI) Fluorides: Synthetic Development and Opportunities |
title_full_unstemmed | (Hetero)aryl‐S(VI) Fluorides: Synthetic Development and Opportunities |
title_short | (Hetero)aryl‐S(VI) Fluorides: Synthetic Development and Opportunities |
title_sort | (hetero)aryl‐s(vi) fluorides: synthetic development and opportunities |
topic | Minireviews |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9322316/ https://www.ncbi.nlm.nih.gov/pubmed/35303387 http://dx.doi.org/10.1002/anie.202200904 |
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