Dipolar Cycloaddition Reactions with Quinazolinones: a New Synthesis of Azoloquinazolinone Derivatives

(Note: The full text of this document is currently only available in the PDF Version )

Sami S. Ghabrial and Mayssoune Y. Zaki


Abstract

Several new pyrroloquinazolinone derivatives are synthesised via a novel route involving the action of dipolarophiles on the diionic species generated in situ from the reaction of N-chlorosuccinimide with 2-methylquinazolin-4-one and subsequent treatment with triethylamine.


References

  1. A. O. Abdelhamid, F. A. Khalifa and S. S. Ghabrial, Phosphorus Sulfur Relat. Elem., 1988, 40, 41 Search PubMed.
  2. S. S. Ghabrial, Phosphorus Sulfur Silicon Relat. Elem., 1993, 84, 17 CAS.
  3. S. S. Ghabrial and M. Y. Zaki, Indian J. Chem., 1994, 33, 855 Search PubMed.
  4. S. S. Ghabrial, I. Thomson and K. B. G. Torssell, Acta Chem. Scand., Ser. B, 1987, 41, 426 Search PubMed.
  5. S. S. Ghabrial and A. O. Abdelhamid, Arch Pharm., 1985, 320, 1281 Search PubMed.
  6. K. Hermann, Naturwissenschaften, 1959, 43, 185.
  7. K. Hermann, Arch. Pharm., 1958, 291, 238 Search PubMed.
  8. H. Yale and J. Bemstin, US Pat. 2 727 896, 1955(Chem. Abstr., 1956, 50, 12 115a) Search PubMed.
  9. H. Gilman, L. Rowe and J. Dickey, Recl. Trav. Chim. Pays-Bas, 1933, 52, 395 CAS.
  10. F. Mann and B. Saunders, Practical Organic Chemistry, Longman, London, 4th edn., 1975, p. 293 Search PubMed.
  11. D. Papa and M. T. Bogert, J. Am. Chem. Soc., 1936, 58, 1701 CrossRef CAS.
  12. J. S. A. Brunskill, A. De and D. F. Ewing, J. Chem. Soc., Perkin Trans. 1, 1978, G29 Search PubMed.
  13. E. I. Du Pont de Nemours, US Pat. 2 444 536, 1948(Chem. Abstr., 1948, 43, 7340c) Search PubMed.
  14. A. I. Vogel, A Text Book of Practical Organic Chemistry, Longman, London, 4th edn., 1980, pp. 673, 796 Search PubMed.
Click here to see how this site uses Cookies. View our privacy policy here.