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4-Hydroxy-2-quinolones. 17. Dieckmann condensation as a thermally activated process

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The thermolysis of ethyl 2-ethoxycarbonylmalonanilate in boiling diphenyl oxide gave the 2-ethoxycarbonylanilide of 1H-2-oxo-4-hydroxyquinoline-3-carboxylic acid, which is also formed from the N,N′-di-2-ethoxycarbonylaniline of malonic acid in the conditions of the Dieckmann reaction. The mechanism of the chemical conversions indicated is presented and discussed.

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References

  1. I. V. Ukrainets, S. G. Taran, and A. V. Turov, Khim. Geterotsikl. Soedin., No. 8, 1105 (1993).

    Google Scholar 

  2. P. Sykes, Mechanism of Reactions in Organic Chemistry [Russian translation], Khimiya, Moscow (1971), p. 280.

    Google Scholar 

  3. K. V. Vatsuro and G. L. Mishchenko, Named Reactions in Organic Chemistry [in Russian], Khimiya, Moscow (1976), p. 175.

    Google Scholar 

  4. P. A. Bezuglyi, I. V. Ukrainets, V. I. Treskach, and A. V. Turov, Khim. Geterotsikl. Soedin., No. 11, 1533 (1991).

    Google Scholar 

  5. I. V. Ukrainets, P. A. Bezuglyi, V. I. Treskach, A. V. Turov, and S. V. Slbodzyan, Khim. Geterotsikl. Soedin., No. 5, 636 (1992).

    Google Scholar 

  6. I. V. Ukrainets, P. A. Bezuglyi, V. I. Treskach, and A. V. Turov, USSR Author's Certificate No. 1,705,286; Byull. Izobret., No. 2 (1992).

  7. P. A. Bezuglyi, I. V. Ukrainets, V. I. Treskach, and A. V. Turov, Khim. Geterotsikl. Soedin., No. 4, 522 (1992).

    Google Scholar 

  8. M. E. Esteve and C. H. Gaozza, J. Heterocycl. Chem., 18, 1061 (1981).

    Google Scholar 

  9. I. V. Ukrainets, Dis. D-ra Khim. Nauk, Khar'kov (1992).

    Google Scholar 

  10. R. Mackie and D. Smit, Guidebook on Organic Synthesis [Russian translation], Mir, Moscow (1985), p. 79.

    Google Scholar 

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For Communication 16, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1219–1222, September, 1993.

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Ukrainets, I.V., Taran, S.G., Bezuglyi, P.A. et al. 4-Hydroxy-2-quinolones. 17. Dieckmann condensation as a thermally activated process. Chem Heterocycl Compd 29, 1041–1043 (1993). https://doi.org/10.1007/BF00534389

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  • DOI: https://doi.org/10.1007/BF00534389

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