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Synthesis of isoxazoles from β-chlorovinyl ketones

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

  1. 1.

    Alkylisoxazoles are prepared by the reaction of β-chlorovinyl ketones with hydroxylamine. This reaction can be used as a preparative method for synthesizing isoxazoles.

  2. 2.

    It is shown that the substances obtained are mixtures of the isomeric α- and σ-alkylisoxazoles.

  3. 3.

    It is shown that the chlorine atom in 3-chloromethylisoxazole is very readily replaced and may be exchanged for bromine, iodine, and the cyanide group.

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Authors and Affiliations

  1. M.V. Lomonosov State University, Moscow

    N. K. Kochetkov, A. N. Nesmeyanov & N. A. Semanov

Authors
  1. N. K. Kochetkov
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  2. A. N. Nesmeyanov
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  3. N. A. Semanov
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Kochetkov, N.K., Nesmeyanov, A.N. & Semanov, N.A. Synthesis of isoxazoles from β-chlorovinyl ketones. Russ Chem Bull 1, 97–102 (1952). https://doi.org/10.1007/BF01176577

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  • DOI: https://doi.org/10.1007/BF01176577

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