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4-Hydroxy-2-quinolones. 3. Synthesis and physicochemical properties of 1-R-3-carbethoxy-4-hydroxy-2-quinolones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

1-R-3-Carbethoxy-4-hydroxy-2-quinolones were synthesized by intramolecular cyclization of N-R-2-carbalkoxymalonanilic acids by the Dieckmann reaction. The possibility and advantages of conducting this reaction in aqueous medium were demonstrated. The mutually perpendicular orientation of the heterocyclic and aryl fragments was demonstrated for the 1-phenyl derivative by ESR spectroscopy.

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See [1] for Communication 2.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 636–639, May, 1992.

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Ukrainets, I.V., Bezuglyi, P.A., Treskach, V.I. et al. 4-Hydroxy-2-quinolones. 3. Synthesis and physicochemical properties of 1-R-3-carbethoxy-4-hydroxy-2-quinolones. Chem Heterocycl Compd 28, 534–538 (1992). https://doi.org/10.1007/BF00475251

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  • DOI: https://doi.org/10.1007/BF00475251

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