Cargando…

(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...

Descripción completa

Detalles Bibliográficos
Autores principales: Magre, Marc, Ni, Shengyang, Cornella, Josep
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
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
_version_ 1784756269989494784
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
work_keys_str_mv AT magremarc heteroarylsvifluoridessyntheticdevelopmentandopportunities
AT nishengyang heteroarylsvifluoridessyntheticdevelopmentandopportunities
AT cornellajosep heteroarylsvifluoridessyntheticdevelopmentandopportunities