Fluoromethylene Transfer from Diarylfluoromethylsulfonium Salts: Synthesis of Fluorinated Epoxides.
Johnson-Corey-Chaykovsky reaction
fluorinated epoxides
fluoromethylenation
fluorooxiranes
sulfur fluoromethylylide
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
12 Mar 2019
12 Mar 2019
Historique:
received:
22
01
2019
pubmed:
27
1
2019
medline:
27
1
2019
entrez:
26
1
2019
Statut:
ppublish
Résumé
Diarylfluoromethyl sulfonium salts are efficient fluoromethylene transfer reagents equivalent to fluorocarbene, which is difficult to access. This was demonstrated by the development of a monofluorinated Johnson-Corey-Chaykovsky reaction with ketones and aldehydes, delivering uncommon 2-unsubstituted fluoroepoxides. This is the first evidence for the feasibility of sulfur fluoromethylylide and its action as a reaction intermediate.
Identifiants
pubmed: 30681208
doi: 10.1002/chem.201900349
doi:
Types de publication
Journal Article
Langues
eng
Pagination
3786-3789Subventions
Organisme : European Regional Development Fund
ID : Nr.1.1.1.5/17/A/003
Informations de copyright
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.