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Rearrangement of 1-oxa-2-azoles. 6. Rearrangement of oximes of 3-(piperidinocarbonyl) isoxazoles

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The Z isomers of oximes of 3-(piperidinocarbonyl)isoxazole are isomerized by acid to the thermodynamically more stable E isomers, which in the presence of base readily recyclize to the corresponding 3-amino-1,2,5-oxadiazoles.

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Literature Cited

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Authors and Affiliations

  1. Institute of Organic Synthesis, Latvian Academy of Science, 226006, Riga

    V. G. Andrianov, V. G. Semenikhina & A. V. Eremeev

Authors
  1. V. G. Andrianov
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  2. V. G. Semenikhina
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  3. A. V. Eremeev
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Additional information

For Communication 5, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 979–981, July, 1991.

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Andrianov, V.G., Semenikhina, V.G. & Eremeev, A.V. Rearrangement of 1-oxa-2-azoles. 6. Rearrangement of oximes of 3-(piperidinocarbonyl) isoxazoles. Chem Heterocycl Compd 27, 785–787 (1991). https://doi.org/10.1007/BF00476214

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  • DOI: https://doi.org/10.1007/BF00476214

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