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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 35, Number 9
BKCSDE 35(9)
September 20, 2014 

 
Title
Synthesis of 3,4,5-Trisubstituted Isoxazoles through Gold-Catalyzed Cascade Cyclization−Oxidative Alkynylation and Cyclization-Fluorination of 2-Alkynone O-Methyloximes
Author
Doo-Hee Song, Jae-Sang Ryu*
Keywords
Gold, Isoxazole, O-Methyloxime, Cross-coupling, Alkyne
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 Omethyloximes 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.
Page
2635 - 2644
Full Text
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