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Pyrroles from ketoximes and acetylene. 44. Methyl aryl ketoximes with reactive substituents

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The Trofimov reaction was extended to methyl aryl ketoximes with substituents in the benzene ring that are unstable with respect to the action of a strongly basic medium. The corresponding pyrroles and their 1-vinyl derivatives were obtained. 4-Nitroacetophenone oxime, from which only 2-phenyl- and 1-vinyl-2-phenylpyrrole were obtained, and 4-bromoacetophenone oxime, the reaction of which leads to the formation of 1-vinyl-2-(4-vinyloxyphenyl)pyrrole in addition to the principal 2-(4-bromophenyl)pyrrole, constituted exceptions.

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Authors and Affiliations

  1. Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, Irkutsk

    S. E. Korostova, S. G. Shevchenko & M. V. Sigalov

Authors
  1. S. E. Korostova
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  2. S. G. Shevchenko
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  3. M. V. Sigalov
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Additional information

For communication 43, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 187–191, February, 1991.

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Korostova, S.E., Shevchenko, S.G. & Sigalov, M.V. Pyrroles from ketoximes and acetylene. 44. Methyl aryl ketoximes with reactive substituents. Chem Heterocycl Compd 27, 151–155 (1991). https://doi.org/10.1007/BF00476747

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  • DOI: https://doi.org/10.1007/BF00476747

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