4.5 Review

Recent advances in isoxazole chemistry

Journal

RUSSIAN CHEMICAL REVIEWS
Volume 84, Issue 4, Pages 335-377

Publisher

TURPION LTD
DOI: 10.1070/RCR4503

Keywords

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Funding

  1. Russian Foundation for Basic Research [14-03-00187]
  2. St Petersburg State University [12.50.1565.2013, 12.38.239.2014, 12.38.217.2015]

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The preparation methods and reactions of isoxazoles are described and systematized on the basis of analysis of the literature published from 2005 to present. In the discussion of synthesis, major attention is focused on the most efficient approaches: condensation of hydroxylamine with 1,3-dielectrophiles and reactions of nitrile oxides with alkenes and alkynes. Five-membered ring opening reactions leading to acyclic functionalized or other heterocyclic compounds are considered. The transformations of isoxazole derivatives that occur without ring cleavage to form fused heterocyclic systems, as well as reactions that lead to the introduction of C-substituents into isoxazoles, are considered. Data on the biological activity of some isoxazole derivatives are reported.

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