An efficient chemo- and regioselective three-component synthesis of pyridazinones and phthalazinones using activated KSF

Chinese Chemical Letters

Volumn 21, Issue 5, 2010, Pages 538-541

  Zare, L ^a   Mahmoodi, N O ^a   Yahyazadeh, A ^a   Mamaghani, M ^a   Tabatabaeian, K ^a  

^a UNIVERSITY OF GUILAN   (Iran)

Author keywords

Montmorillonite KSF; Phthalazinones; Pyridazinones; Regioselective

Indexed keywords

EID: 77950049238     PISSN: 10018417     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cclet.2009.11.032     Document Type: Article

References (26)

1. El Rayes S.M. Arkivoc XVI (2008) 243
2. Murphy D.E., Dragovich P.S., Ayida B.K., et al. Tetrahedron Lett. 49 (2008) 811
3. Mohamed N.R., El-saidi M.M.T., Ali Y.M., et al. J. Heterocycl. Chem. 44 (2007) 1333
4. de Araujojunior J.X., Schmitt M., Antheaume C., et al. Tetrahedron Lett. 48 (2007) 7817
5. Helm M.D., Plant A., and Harrity J.P.A. Org. Biomol. Chem. 4 (2006) 4278
6. Alex K., Tillack A., Schwarz N., et al. Tetrahedron Lett. 49 (2008) 4607
7. Van der mey M., Hatzelmann A., Van der Laan I.J., et al. J. Med. Chem. 44 (2001) 2511
8. Van der mey M., Hatzelmann A., Van Klink G.P.M., et al. J. Med. Chem. 44 (2001) 2523
9. Mantu D., Moldoveanu C., Nicolescu A., et al. Ultrason. Sonochem. 16 (2009) 452
10. Curran W.V., and Ross A. J. Med. Chem. 17 (1994) 273
11. Siddiqui A.A., and Dogra A. Indian J. Heterocycl. Chem. 10 3 (2001) 215
12. Tsolomiti G., Tsolomiti K., and Tsolomiti A. Heterocycl. Commun. 13 2/3 (2007) 161
13. Belletire J.L., and Mahmoodi N.O. Tetrahedron Lett. 30 (1989) 4363
14. Belletire J.L., and Mahmoodi N.O. Synth. Commun. 19 (1989) 3371
15. Mahmoodi N.O., and Jazayri M. Synth. Commun. 31 (2001) 3115
16. Mahmoodi N.O., Tabatabaeian K., Kosari M., et al. Chin. Chem. Lett. 12 (2008) 1431
17. Zarrabi S., Mahmoodi N.O., Tabatabaeian K., et al. Chin. Chem. Lett. 20 (2009) 1400
18. Activation of the catalyst: KSF montomorillonites were purchased from Aldrich. The clays were dried overnight at 398 K prior to use. In some cases, the clays (10 g) were suspended in a solution of HCl (125 mL, 1 mol/L) and stirred at room temperature for 24 h. The solids were filtered-off, thoroughly washed with water, dried at 398 K, ground in a mortar and dried again prior to use.
19. Ballini R., Fiorini D., Gil V.M., et al. Green Chem. 5 (2003) 475
20. Rani R.V., Srinivas N., Kishan R.M., et al. Green Chem. 3 (2001) 305
21. Bigi F., Maggi R., Sartori G., et al. Chem. Commun. (1998) 513
22. Krstic L.J., Sukdolak S., and Solujic S. J. Serb. Chem. Soc. 67 (2002) 325
23. Li A., Li T.S., and Ding T.H. Chem. Commun. (1997) 1389
24. Yadav J.S., Reddy S.B.V., and Madan C. New J. Chem. 9 (2001) 1114
25. 3 as solvent and with TMS as internal standard. FT-IR spectra were recorded on a Shimadzu FT-IR-8400S spectrometer. Elemental analyses were done on a Carlo-Erba EA1110CNNO-S analyzer.
26. max/