Site‐Selective Late‐Stage Aromatic [(18)F]Fluorination via Aryl Sulfonium Salts

Site‐selective functionalization of C−H bonds in small complex molecules is a long‐standing challenge in organic chemistry. Herein, we report a broadly applicable and site‐selective aromatic C−H dibenzothiophenylation reaction. The conceptual advantage of this transformation is further demonstrated...

Descripción completa

Detalles Bibliográficos
Autores principales: Xu, Peng, Zhao, Da, Berger, Florian, Hamad, Aboubakr, Rickmeier, Jens, Petzold, Roland, Kondratiuk, Mykhailo, Bohdan, Kostiantyn, Ritter, Tobias
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7004179/
https://www.ncbi.nlm.nih.gov/pubmed/31697427
http://dx.doi.org/10.1002/anie.201912567
_version_ 1783494680570232832
author Xu, Peng
Zhao, Da
Berger, Florian
Hamad, Aboubakr
Rickmeier, Jens
Petzold, Roland
Kondratiuk, Mykhailo
Bohdan, Kostiantyn
Ritter, Tobias
author_facet Xu, Peng
Zhao, Da
Berger, Florian
Hamad, Aboubakr
Rickmeier, Jens
Petzold, Roland
Kondratiuk, Mykhailo
Bohdan, Kostiantyn
Ritter, Tobias
author_sort Xu, Peng
collection PubMed
description Site‐selective functionalization of C−H bonds in small complex molecules is a long‐standing challenge in organic chemistry. Herein, we report a broadly applicable and site‐selective aromatic C−H dibenzothiophenylation reaction. The conceptual advantage of this transformation is further demonstrated through the two‐step C−H [(18)F]fluorination of a series of marketed small‐molecule drugs.
format Online
Article
Text
id pubmed-7004179
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher John Wiley and Sons Inc.
record_format MEDLINE/PubMed
spelling pubmed-70041792020-02-11 Site‐Selective Late‐Stage Aromatic [(18)F]Fluorination via Aryl Sulfonium Salts Xu, Peng Zhao, Da Berger, Florian Hamad, Aboubakr Rickmeier, Jens Petzold, Roland Kondratiuk, Mykhailo Bohdan, Kostiantyn Ritter, Tobias Angew Chem Int Ed Engl Communications Site‐selective functionalization of C−H bonds in small complex molecules is a long‐standing challenge in organic chemistry. Herein, we report a broadly applicable and site‐selective aromatic C−H dibenzothiophenylation reaction. The conceptual advantage of this transformation is further demonstrated through the two‐step C−H [(18)F]fluorination of a series of marketed small‐molecule drugs. John Wiley and Sons Inc. 2019-12-12 2020-01-27 /pmc/articles/PMC7004179/ /pubmed/31697427 http://dx.doi.org/10.1002/anie.201912567 Text en © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Xu, Peng
Zhao, Da
Berger, Florian
Hamad, Aboubakr
Rickmeier, Jens
Petzold, Roland
Kondratiuk, Mykhailo
Bohdan, Kostiantyn
Ritter, Tobias
Site‐Selective Late‐Stage Aromatic [(18)F]Fluorination via Aryl Sulfonium Salts
title Site‐Selective Late‐Stage Aromatic [(18)F]Fluorination via Aryl Sulfonium Salts
title_full Site‐Selective Late‐Stage Aromatic [(18)F]Fluorination via Aryl Sulfonium Salts
title_fullStr Site‐Selective Late‐Stage Aromatic [(18)F]Fluorination via Aryl Sulfonium Salts
title_full_unstemmed Site‐Selective Late‐Stage Aromatic [(18)F]Fluorination via Aryl Sulfonium Salts
title_short Site‐Selective Late‐Stage Aromatic [(18)F]Fluorination via Aryl Sulfonium Salts
title_sort site‐selective late‐stage aromatic [(18)f]fluorination via aryl sulfonium salts
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7004179/
https://www.ncbi.nlm.nih.gov/pubmed/31697427
http://dx.doi.org/10.1002/anie.201912567
work_keys_str_mv AT xupeng siteselectivelatestagearomatic18ffluorinationviaarylsulfoniumsalts
AT zhaoda siteselectivelatestagearomatic18ffluorinationviaarylsulfoniumsalts
AT bergerflorian siteselectivelatestagearomatic18ffluorinationviaarylsulfoniumsalts
AT hamadaboubakr siteselectivelatestagearomatic18ffluorinationviaarylsulfoniumsalts
AT rickmeierjens siteselectivelatestagearomatic18ffluorinationviaarylsulfoniumsalts
AT petzoldroland siteselectivelatestagearomatic18ffluorinationviaarylsulfoniumsalts
AT kondratiukmykhailo siteselectivelatestagearomatic18ffluorinationviaarylsulfoniumsalts
AT bohdankostiantyn siteselectivelatestagearomatic18ffluorinationviaarylsulfoniumsalts
AT rittertobias siteselectivelatestagearomatic18ffluorinationviaarylsulfoniumsalts

Ejemplares similares