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  • Title: The synthesis of highly substituted isoxazoles by electrophilic cyclization: an efficient synthesis of valdecoxib.
    Author: Waldo JP, Larock RC.
    Journal: J Org Chem; 2007 Dec 07; 72(25):9643-7. PubMed ID: 17979295.
    Abstract:
    A large number of functionally substituted 2-alkyn-1-one O-methyl oximes have been cyclized under mild reaction conditions in the presence of ICl to give the corresponding 4-iodoisoxazoles in moderate to excellent yields. The resulting 4-iodoisoxazoles undergo various palladium-catalyzed reactions to yield 3,4,5-trisubstituted isoxazoles, including valdecoxib.
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