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Molecular design of heterocycles. 3. The “last” two-component type of synthesis of pyridine ring by insertion of a β-carbon atom: review of approaches and experimental realization in a new synthesis of quinolines (review)

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

This review, which includes an experimental section, deals with two-component syntheses of six-membered heterocycles by the interaction of acyclic 1,5-bielectrophiles (or their heterocyclic analogs) and binucleophilic nitromethane, A previously unknown type of synthesis of the pyridine skeleton has been accomplished experimentally in the example of obtaining 3-nitro-4-quinolinone from the formamidine of anthranilic acid and nitromethane.

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Authors and Affiliations

  1. Chemistry Department, M. V. Lomonosov Moscow State University, 119899, Moscow

    E. V. Babaev

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  1. E. V. Babaev
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Additional information

For Communication 2, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 962–968, July, 1993.

The author wishes to thank É. Lazhko, Candidate of Chemical Sciences, for taking the NMR spectra and for consultation on the assignment of the signals.

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Babaev, E.V. Molecular design of heterocycles. 3. The “last” two-component type of synthesis of pyridine ring by insertion of a β-carbon atom: review of approaches and experimental realization in a new synthesis of quinolines (review). Chem Heterocycl Compd 29, 818–824 (1993). https://doi.org/10.1007/BF00528891

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  • DOI: https://doi.org/10.1007/BF00528891

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