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Chemistry of Heterocyclic Compounds

, Volume 48, Issue 8, pp 1278–1280 | Cite as

A novel route for the preparation of chromenoquinazolines

  • O. A. Mazhukina
  • A. G. Platonova
  • O. V. Fedotova
  • P. V. Reshetov
Article

It is known that multicomponent reactions involving three or more reagents reacting successively to form a novel product containing the basic structural components of all of the starting molecules are a promising approach for the preparation of heterocyclic compounds. One such method is the Biginelli reaction [1, 2, 3, 4, 5].

In this study, 3-(1,3-dioxobutan-1-yl)-2H-chromen-2-one (1), aromatic aldehydes 2a,b, and urea (3) have been used in the Biginelli reaction for the first time. The reaction has been carried out, again for the first time, in both the classical one-pot variation via refluxing in ethanol in the presence of hydrochloric acid, and also solvent-free by 700 Watt microwave irradiation and zinc chloride catalyst.

It was found that the nature of the substituent in the aromatic component did not affect the direction of transformation and the yield of the novel, linearly structured condensed systems, namely, 11a-hydroxy4-phenyl- (4) and...

Keywords

2H-chromen-2-one chromenoquinazoline microwave irradiation Biginelli reaction 

References

  1. 1.
    S. V. Vdovina and V. A. Mamedov, Russ. Chem. Rev., 77, 1017 (2008).CrossRefGoogle Scholar
  2. 2.
    J. Lu and Y. Bai, Synthesis, 466 (2002).Google Scholar
  3. 3.
    K. S. Niralwad, B. B. Shingate, and M. S. Shingare, Tetrahedron Lett., 51, 3616 (2010).CrossRefGoogle Scholar
  4. 4.
    D. S. Bose, L. Fatima, and H. B. Mereyala, J. Org. Chem., 68, 587 (2003).CrossRefGoogle Scholar
  5. 5.
    M. Kidwai and P. Sapra, Synth. Сommun. , 32, 1639 (2002).CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2012

Authors and Affiliations

  • O. A. Mazhukina
    • 1
  • A. G. Platonova
    • 1
  • O. V. Fedotova
    • 1
  • P. V. Reshetov
    • 2
  1. 1.Chemistry InstituteN. G. Chernyshevsky Saratov State UniversitySaratovRussia
  2. 2.V. I. Razumovsky State Medical UniversitySaratovRussia

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