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Zur Synthese kondensierter Heterocyclen aus Malonsäurederivaten

Syntheses of heterocycles, CLIX: Syntheses of fused heterocycles from malonic acid derivatives

Synthesen von Heterocyclen, 159. Mitt.

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Abstract

The reaction of 2-substituted benzoxazoles (1 a, 1 c), benzothiazoles (1 b, 1 d) and benzoselenazole (1 e) with 2,4,6-trichlorophenyl malonates (2 a, b) gives—depending on the nature of the alkyl substituent—the fused hydroxypyridones3 or their hydroxypyrono derivatives. 2,5-Dimethyl-thiadiazol5 reacts in the same way with2 a yielding the pyrono-thiadiazolopyridon7.

Zusammenfassung

Die Reaktion der 2-alkylsubstit. Benzoxazole (1 a, 1 c), Benzothiazole (1 b, 1 d) und des Benzoselenazols (1 e) mit Malonsäuretrichlorphenylestern (2 a, b) führt in Abhängigkeit von der Art des Alkylrestes zu den kondensierten Hydroxypyridonen3 oder deren Hydroxypyronoderivaten4. In analoger Weise reagiert 2,5-Dimethyl-thiadiazol (5) mit2 a zu einem Pyrono-thiadiazolo-pyridon (7).

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Literatur

  1. Th. Kappe, M. A. A. Chirazi, H. P. Stelzel undE. Ziegler, Mh. Chem.103, im Druck.

  2. Th. Kappe, Mh. Chem.98, 874 (1967).

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  3. Th. Kappe, Mh. Chem.98, 2148 (1967).

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  5. M. Ohta undH. Kimoto, J. Pharm. Soc. Japan76, 10 (1956).

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Authors and Affiliations

  1. Institut für Organische Chemie der Universität Graz, Graz, Österreich

    Th. Kappe, M. Ali A. Chirazi & E. Ziegler

Authors
  1. Th. Kappe
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  2. M. Ali A. Chirazi
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  3. E. Ziegler
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Kappe, T., Chirazi, M.A.A. & Ziegler, E. Zur Synthese kondensierter Heterocyclen aus Malonsäurederivaten. Monatshefte für Chemie 103, 234–238 (1972). https://doi.org/10.1007/BF00912949

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  • DOI: https://doi.org/10.1007/BF00912949

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