Facile one pot microwave assisted solvent-free synthesis of novel spiro-fused pyran derivatives via the three-component condensation of ninhydrin with malononitrile and active methylene compounds

Journal of the Chinese Chemical Society

Volumn 52, Issue 3, 2005, Pages 563-567

  Shaker, Raafat M ^a   Mahmoud, Alaa F ^a   Abdel Latif, Fathy F ^a  

^a El Minia University ^*  (Egypt)

Author keywords

Malononitrile; Ninhydrin; Nucleophilic reagents; Spiropyrans

Indexed keywords

EID: 33645384010     PISSN: 00094536     EISSN: None     Source Type: Journal    
DOI: 10.1002/jccs.200500083     Document Type: Article

References (37)

1. Kathlyn, P.; Apostolos, D. J. Org. Chem. 1997, 62, 4164.
2. Kukla, M. J.; Breslin, H. J.; Diamond, C. J.; Janssen, P. A. J. J. Med. Chem. 1991, 34, 3187.
3. Wojtyk, J. T. C.; Kazmaier, P. M.; Buncel, E. Chem. Commun. 1998, 1703.
4. Abe, Y.; Sumioka, K.; Nakao, R.; Horii, T.; Kitao, T. Chem. Express 1991, 6(9), 679.
5. Scaudel, B.; Guermeur, C.; Sanchez, C.; Nakatani, K.; Delaire, J. A. Mater. J. Chem. 1997, 7, 61.
6. Zamocka, J.; Misikova, E.; Durinda, J. Pharmazie. 1991, 41, 610.
7. Ohira, T.; Yatagai, M. Wood Res. Soc. 1993, 39, 237.
8. Mohr, S. J.; Chirigos, M. A.; Fuhrman, F. S.; Pryor, J. W. Cancer Res. 1975, 35, 3750.
9. Tandon, V. K.; Vaish, M.; Jain, S.; Bhakuni, D. S.; Srimal, R. C. Indian J. Pharm. Sci. 1991, 53, 22.
10. Joullie, M. M.; Thompson, T. R.; Nemeroff, N. H. Tetrahedron 1991, 47, 879 and references cited therein.
11. Lidströin, P.; Tierney, J.; Wathey, B.; Westman, J. Tetrahedron 2001, 57, 9225.
12. Dandia, A.; Sati, M.; Arya, K.; Sharma, R.; Loupy, A. Chem. Pharm. Bull. 2003, 51, 1137.
13. Kidwai, M.; Bhushan, K. R.; Kumar, P. Monatsh. Chem. 1999, 130, 585.
14. Elander, N.; Jones, J. R.; Lu, S.-Y.; Stone-Elander, S. Chem. Soc. Rev. 2000, 29, 239.
15. Loupy, A.; Petit, A.; Bonnet-Delpom, B. J. Fluorine Chem. 1995, 95, 15.
16. Varma, R. S.; Dahiya, R.; Kumar, S. Tetrahedron Lett. 1997, 38, 5131.
17. Bogdal, D.; Pielichowski, J.; Jaskot, K. Heterocycles 1997, 45, 715.
18. Villemin, D.; Hammadi, M. Synth. Commun. 1996, 26, 4337.
19. Shaker, R. M. Phosphorus, Sulfur and Silicon 2003, 178, 1175.
20. Abdel-Latif, F. F.; Shaker, R. M. Bull. Soc. Chim Fr. 1991, 127, 87.
21. Shaker, R. M. Phosphorus, Sulfur and Silicon 1999, 149, 7.
22. Abdel-Latif, F. F.; Shaker, R. M.; Abdel-Aziz, S. Naglaa. Heterocycl. Commun. 1997, 3, 245.
23. Shaker, R. M.; Mahmoud, A. F.; Abdel-Latif, F. F. Phosphorus, Sulfur and Silicon 2000, 160, 207.
24. Shaker, R. M. Pharmazie 1996, 51, 148.
25. Shaker,R.M. Phosphorus, Sulfur and Silicon 2000, 158, 9.
26. Junek, H.; Sterk, H. Tetrahedron Lett. 1968, 9, 4309.
27. Abdel-Rahman, M. A.; Khodairy, A.; Ghattas, A.-B. A. G.; Younes, S. J. Chin. Chem Soc. 2004, 51, 103.
28. Dworczak, R. Monatsh. Chem. 1991, 122, 731.
29. Dworczak, R.; Sterk, H.; Keatky, C.; Junck, H. Chem. Ber. 1989, 122, 1323.
30. Klokol, G. V.; Krivokolysko, S. O.; Dyachenko, V. D.; Litvinov, V. P. Chem. Heterocycl. Compd. 1999, 35, 1183.
31. Shestopalov, A. M.; Yakubov, A. P.; Tsyganov, D. V.; Emel'yanova, Yu. M. Chem. Heterocycl. Compd. 2002, 38, 1180.
32. Shestopalov, A. M.; Emel'yanova, Yu. M.; Shestopalov, A. A.; Rodinovskaya, L. A.; Niazimbetova, Z. I.; Evans, D. H. Tetrahedron 2003, 59, 7491.
33. Tacconi, G.; Gatti, G.; Desimoni, G.; Messori, V. J. Prakt. Chem. 1980, 522, 831.
34. Sharanina, Yu. A.; Shcherbina, L. N.; Sharanina, L. G.; Puzanova, V. V. Khim. Geterotsikl. Soedin. 1983, 19, 164
35. [J. Org. Chem. USSR, 1983, 19, 150].
36. Abdelrazek, F. M.; Kandeel, Z. E.-S.; Himly, K. M. H.; Elnagdi, M. H. Synthesis 1985, 432.
37. Shestopalov, A. M.; Emeliyanova, Y. M.; Shestopalov, A. A.; Rodinovskaya, L. A.; Niazimbetova, Z. I.; Evans, D. H. Org. Lett. 2002, 4, 423.