Regioselective Base-induced Condensations of Acrylic Acid Derivatives

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E. Abdel-Ghani


Abstract

The orientation of cyclization of the reaction of methyl aroylacrylate (1) and aroylacrylic acid (8) with ethyl acetoacetate and/or thiourea leading to the formation of 4-aroylmethylcyclopentane-1,3-dione (2) 5-aryl-3-oxocyclohexene-1,2-dicarboxylic acid (9), 2-imino-5-aroylmethylthiazolidin-4-one (11) and 6-aryl-2-sulfonylpyrimidine-4-carboxylic acid (14) depends on the medium employed; some compounds show moderate antiviral activities against tobacco necrosis virus.


References

  1. E. Abdel-Ghani, Bull. Chem. Soc. Jpn., 1991, 64, 2032 CAS.
  2. A. R. Katritzky, R. P. Musgrave and J. C. Breyteback, J. Heterocycl. Chem., 1996, 33, 1637 CAS.
  3. E. Abdel-Ghani, M. G. Assy and H. Y. Moustafa, Monatsh. Chem., 1995, 126, 1265 CAS.
  4. K. C. Gupta and A. N. Roy, Proc. Indian Natl. Sci. Acad., B, 1981, 47, 912 Search PubMed.
  5. M. I. Husain and M. Amer, Acta Pharm. Jugosl., 1985, 35, 167 Search PubMed.
  6. K. Nakanishi and P. H. Solomon, Infrared Absorption Spectroscopy, 1977, 2nd edn., p. 66 Search PubMed.
  7. A. K. S. Gupta, K. Hajela and T. Bhattacharya, J. Heterocycl. Chem., 1983, 20, 507.
  8. M. Hesse, H. Meier and B. Zeeh, Spektro Skopische Methoden in der Organischen Chemie, 1991, 4th edn Search PubMed.
  9. M. F. Brackeen, J. A. Stafford., P. L. Feldman and D. S. Karanewsky, Tetrahedron Lett., 1994, 35, 1635 CrossRef.
  10. M. A. El-Hashash, M. A. El-Kafrawy and S. A. Shiba, Chin. J. Chem., 1991, 9, 189 Search PubMed.
  11. M. A. El-Hashash, S. El-Nagdy and M. S. Amine, J. Phosphorus, Sulphur and Silicon, 1991, 55, 279 Search PubMed.
  12. E. Abdel-Ghani, Egypt J. Appl. Sci., 1995, 10, 354 Search PubMed.
  13. N. W. Pric, Am. J. Bot., 1940, 27, 530 Search PubMed.
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