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Synthesis of 5-Chloroisoxazoles Derived from 2,2-Dichlorovinyl Ketones

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Abstract

The reactions of 2,2-dichlorovinyl ketones with hydroxylamine hydrochloride give the corresponding oximes. The subsequent heterocyclization of the latter under the action of t-BuOK in t-BuOH results in selective formation of 5-chloro-3-alkyl- or 5-chloro-3-aryl-substituted isoxazoles in good yields.

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ACKNOWLEDGMENTS

The work was performed using the equipment of the Baikal Analytical Center for Collective Use, Siberian Branch, Russian Academy of Sciences.

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Authors and Affiliations

  1. Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 664033, Irkutsk, Russia

    A. V. Popov, V. A. Kobelevskaya, I. D. Titov, L. I. Larina & I. B. Rozentsveig

  2. Irkutsk State University, 664003, Irkutsk, Russia

    I. B. Rozentsveig

Authors
  1. A. V. Popov
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  2. V. A. Kobelevskaya
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  3. I. D. Titov
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  4. L. I. Larina
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Correspondence to I. B. Rozentsveig.

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Popov, A.V., Kobelevskaya, V.A., Titov, I.D. et al. Synthesis of 5-Chloroisoxazoles Derived from 2,2-Dichlorovinyl Ketones. Russ J Org Chem 56, 1958–1962 (2020). https://doi.org/10.1134/S107042802011010X

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  • DOI: https://doi.org/10.1134/S107042802011010X

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