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Synfacts 2008(2): 0152-0152  
DOI: 10.1055/s-2007-992419
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

A Modular Synthesis of Isoxazoles

Contributor(s): Timothy M. Swager, Trisha L. Andrew
J. P. Waldo, R. C. Larock*
Iowa State University, ames, USA
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Publication History

Publication Date:
23 January 2008 (online)

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Significance

A variety of isoxazoles have been synthesized in high yields via an electrophilic cyclization reaction. The iodine handle that is installed as part of the electrocylization is used in a subsequent Suzuki-Miyaura coupling reaction that yields the highly potent COX-2 inhibitor valdecoxib in 74% yield.