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Synthesis of 3,4,5-Trisubstituted Isoxazoles through Gold-Catalyzed Cascade Cyclization Oxidative Alkynylation and Cyclization-Fluorination of 2-Alkynone O-Methyloximes

Title
Synthesis of 3,4,5-Trisubstituted Isoxazoles through Gold-Catalyzed Cascade Cyclization Oxidative Alkynylation and Cyclization-Fluorination of 2-Alkynone O-Methyloximes
Authors
Song, Doo-HeeRyu, Jae-Sang
Ewha Authors
류재상
SCOPUS Author ID
류재상scopus
Issue Date
2014
Journal Title
BULLETIN OF THE KOREAN CHEMICAL SOCIETY
ISSN
0253-2964JCR Link1229-5949JCR Link
Citation
vol. 35, no. 9, pp. 2635 - 2644
Keywords
GoldIsoxazoleO-MethyloximeCross-couplingAlkyne
Publisher
KOREAN CHEMICAL SOC
Indexed
SCI; SCIE; SCOPUS; KCI WOS scopus
Abstract
Gold-catalyzed tandem cyclization oxidative alkynylation and cyclization-fluorination reactions of 2-alkynone O-methyloximes are described. The reactions proceed smoothly at room temperature in the presence of 10 mol % of (PPh3)AuNTf2, 2.5 equivalents of selectfluor, and 2 equivalents of K3PO4. 2-Alkynone O-methyloximes undergo intramolecular oxyauration/cyclization and ensuing oxidative cross-coupling and fluorination process to afford the corresponding 3,4,5-trisubstituted isoxazoles in a cascade manner.
DOI
10.5012/bkcs.2014.35.9.2635
Appears in Collections:
약학대학 > 약학과 > Journal papers
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