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2-Benzopyrylium salts. 39. Recyclization of 2-benzopyrylium salts upon reaction with vinyl ethyl ether and compounds with an active methylene group

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Abstract

The reaction of 2-benzopyrylium salts with vinyl ethyl ether, ethyl acetoacetate, malonodinitrile, and nitromethane gives variously substituted naphthalene derivatives. It is proposed that the reaction with vinyl ether proceeds through [4+2] cycloaddition, while the reaction with the compounds with an active methylene group proceeds either through the ANRORC mechanism or through the formation of bridged intermediates, depending on the conditions.

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Authors and Affiliations

  1. Physical and Organic Chemistry Research Institute, Rostov State University, 344104, Rostov-on-Don

    S. V. Berin, D. É. Tosunyan, E. V. Kuznetsov & Yu. A. Zhdanov

Authors
  1. S. V. Berin
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  2. D. É. Tosunyan
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  3. E. V. Kuznetsov
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  4. Yu. A. Zhdanov
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Additional information

For Communication 38, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 315–320, March, 1990.

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Berin, S.V., Tosunyan, D.É., Kuznetsov, E.V. et al. 2-Benzopyrylium salts. 39. Recyclization of 2-benzopyrylium salts upon reaction with vinyl ethyl ether and compounds with an active methylene group. Chem Heterocycl Compd 26, 266–271 (1990). https://doi.org/10.1007/BF00472540

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  • DOI: https://doi.org/10.1007/BF00472540

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