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Reactions of Acylpyruvic Acids and 2,3-Dihydrofuran-2,3-diones with 2,3-Diaminopyridine

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Abstract

Acylpyruvic acids readily react with 2,3-diaminopyridine to form (Z)-3-acylmethylene-1H-3,4-di- hydropyrido[2,3-b]pyrazin-2-ones. 5-Aryl-2,3-dihydrofuran-2,3-diones which can be regarded as lactones derived from γ-enolized aroylpyruvic acids react with 2,3-diaminopyridine under mild conditions, yielding regioisomeric (Z)-2-aroylmethylene-4H-1,2-dihydropyrido[2,3-b]pyrazin-3-ones. The structure of the products and reaction chemoselectivity are discussed.

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Authors and Affiliations

  1. Perm State Pharmaceutical Academy, P.O.Box 8519, Perm, 614051, Russia

    O. A. Sof'ina, N. M. Igidov, E. N. Koz'minykh, N. N. Trapeznikova, Yu. S. Kasatkina & V. O. Koz'minykh

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  1. O. A. Sof'ina
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  2. N. M. Igidov
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  3. E. N. Koz'minykh
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  6. V. O. Koz'minykh
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Sof'ina, O.A., Igidov, N.M., Koz'minykh, E.N. et al. Reactions of Acylpyruvic Acids and 2,3-Dihydrofuran-2,3-diones with 2,3-Diaminopyridine. Russian Journal of Organic Chemistry 37, 1017–1025 (2001). https://doi.org/10.1023/A:1012438902959

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