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ACS Comb Sci. 2012 Apr 9;14(4):280-4. doi: 10.1021/co200200u. Epub 2012 Mar 16.

Isoxazolodihydropyridinones: 1,3-dipolar cycloaddition of nitrile oxides onto 2,4-dioxopiperidines.

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1
Department of Chemistry, University of California, Davis, California 95616, United States.

Abstract

Practical and efficient methods have been developed for the diversity-oriented synthesis of isoxazolodihydropyridinones via the 1,3-dipolar cycloaddition of nitrile oxides onto 2,4-dioxopiperidines. A select few of these isoxazolodihydropyridinones were further elaborated with triazoles by copper-catalyzed azide-alkyne cycloaddition reactions. A total of 70 compounds and intermediates were synthesized and analyzed for drug likeness. Sixty-four of these novel compounds were submitted to the NIH Molecular Libraries Small Molecule Repository for high-throughput biological screening.

PMID:
22352295
PMCID:
PMC3345193
DOI:
10.1021/co200200u
[Indexed for MEDLINE]
Free PMC Article
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