<p>Graphene oxide was successfully used as a heterogeneous acid catalyst in the synthesis of chromeno[2,3-<i>d</i>]pyrimidinones and pyrimido[4,5-<i>b</i>]quinolinones by the annulation of a pyrimidine fragment to 2-aminotetrahydrochromene(quinoline)-3-carbonitriles under the action of acetic anhydride. Advantages of using graphene oxide include the exclusion of aggressive sulfuric acid as a catalyst from the reaction medium, acceptable yields, catalyst reusability and a significant reducing of the reaction time. The structure of spent graphene oxide was assessed using X-ray diffraction, Raman and IR spectroscopy, and scanning electron microscopy. The structure of newly synthesized compounds was determined by a combination of spectral methods.</p>

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Graphene oxide in the catalytic synthesis of chromeno[2,3-d]pyrimidin-4-ones and pyrimido[4,5-b]quinolin-4-ones

  • A. V. Nikulin,
  • S. V. Brudnik,
  • N. O. Vasilkova,
  • A. P. Krivenko,
  • E. V. Yakovleva

摘要

Graphene oxide was successfully used as a heterogeneous acid catalyst in the synthesis of chromeno[2,3-d]pyrimidinones and pyrimido[4,5-b]quinolinones by the annulation of a pyrimidine fragment to 2-aminotetrahydrochromene(quinoline)-3-carbonitriles under the action of acetic anhydride. Advantages of using graphene oxide include the exclusion of aggressive sulfuric acid as a catalyst from the reaction medium, acceptable yields, catalyst reusability and a significant reducing of the reaction time. The structure of spent graphene oxide was assessed using X-ray diffraction, Raman and IR spectroscopy, and scanning electron microscopy. The structure of newly synthesized compounds was determined by a combination of spectral methods.