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Synthesis of isoxazolines from arylcyclopropanes under nitrosation conditions

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

It is shown that the corresponding isoxazolines are formed in high yields when aryl-, diaryl-, and alkylarylcyclopropanes are treated with sodium nitrite in trifluoroacetic or trichloroacetic acid at 0 °C. The reaction does not take place in acetic or chloroacetic acid. A possible mechanism for the formation of the isoxazolines is proposed. The latter were subjected to a mass-spectrometric study.

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Authors and Affiliations

  1. M. V. Lomonosov Moscow State University, 117234, Moscow

    Yu. S. Shabarov, L. G. Saginova & R. A. Gazzaeva

Authors
  1. Yu. S. Shabarov
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  2. L. G. Saginova
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  3. R. A. Gazzaeva
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 738–742, June, 1983.

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Shabarov, Y.S., Saginova, L.G. & Gazzaeva, R.A. Synthesis of isoxazolines from arylcyclopropanes under nitrosation conditions. Chem Heterocycl Compd 19, 589–593 (1983). https://doi.org/10.1007/BF00523065

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  • DOI: https://doi.org/10.1007/BF00523065

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