Direct synthesis of 4-fluoroisoxazoles through gold-catalyzed cascade cyclization-fluorination of 2-alkynone O-methyl oximes.
J Org Chem
; 79(14): 6444-55, 2014 Jul 18.
Article
en En
| MEDLINE
| ID: mdl-24979530
ABSTRACT
A tandem protocol for the synthesis of fluorinated isoxazoles has been developed via catalytic intramolecular cyclizations of 2-alkynone O-methyl oximes and ensuing fluorination. The reactions proceed smoothly at room temperature in the presence of 5 mol % of (IPr)AuCl, 5 mol % of AgOTs, 2.5 equiv of Selectfluor, and 2 equiv of NaHCO3. This process features an efficient one-pot cascade route to fluoroisoxazoles with high yields and high selectivity under mild reaction conditions.
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1
Banco de datos:
MEDLINE
Asunto principal:
Oximas
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Compuestos Orgánicos de Oro
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Hidrocarburos Fluorados
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Isoxazoles
Idioma:
En
Año:
2014
Tipo del documento:
Article