Catalytic S
Aryl Chlorides
Hexafluoroisopropoxylation
Rhodium Catalysis
SNAr
π-Coordination
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
12 Jun 2023
12 Jun 2023
Historique:
received:
26
02
2023
medline:
17
4
2023
pubmed:
17
4
2023
entrez:
16
4
2023
Statut:
ppublish
Résumé
Fluoroalkyl aryl ethers are valuable structural motifs in pharmaceuticals because compounds with these motifs are more metabolically stable and more lipophilic than their nonfluorinated analogues. However, hexafluoroisopropyl aryl ethers have not been extensively studied, presumably because of the lack of efficient synthetic methods. Herein, we describe a rhodium-catalyzed nucleophilic aromatic substitution of aryl chlorides or bromides, which act as the limiting reagents, with weakly nucleophilic hexafluoro-2-propanol under mild reaction conditions. This method provides diverse hexafluoroisopropyl aryl ethers. We demonstrated the generality of this method by carrying out reactions of a large array of unactivated aryl halides, and we found that the success of the reactions relied on arene activation by means of η
Identifiants
pubmed: 37062703
doi: 10.1002/anie.202302908
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e202302908Subventions
Organisme : National Natural Science Foundation of China
ID : 22071198
Organisme : National Natural Science Foundation of China
ID : 22271235
Organisme : Science Technology Department of Zhejiang Province
ID : 2022SDXHDX0006
Organisme : Science Technology Department of Zhejiang Province
ID : 2020R01004
Informations de copyright
© 2023 Wiley-VCH GmbH.
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