Iron(III) trifluoroacetate and trifluoromethanesulfonate: Recyclable Lewis acid catalysts for one-pot synthesis of 3,4-dihydropyrimidinones or their sulfur analogues and 1,4-dihydropyridines via solvent-free Biginelli and Hantzsch condensation protocols

Catalysis Communications

Volumn 8, Issue 12, 2007, Pages 2119-2124

  Adibi, Hadi ^a   Samimi, Heshmat Allah ^b   Beygzadeh, Mojtaba ^a  

^a KERMANSHAH UNIVERSITY OF MEDICAL SCIENCES   (Iran)

^b UNIVERSITY OF GUILAN   (Iran)

Author keywords

1,4 Dihydropyridines; 3,4 Dihydropyrimidinones; Trifluoroacetate; Trifluoromethanesulfonate

Indexed keywords

ALDEHYDES; CONDENSATION; IRON COMPOUNDS; SOLVENTS; SULFUR; SYNTHESIS (CHEMICAL); UREA;

1,4-DIHYDROPYRIDINES; 3,4-DIHYDROPYRIMIDINONES; TRIFLUOROACETATE; TRIFLUOROMETHANESULFONATES;

CATALYSTS;

EID: 35448962078     PISSN: 15667367     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.catcom.2007.04.022     Document Type: Article

References (40)

1. Kappe C.O. Tetrahedron 49 (1993) 6937
2. Ranu B.C., Hajra A., and Jana U. J. Org. Chem. 65 (2000) 6270
3. Atwal K.S., Rovnyak G.C., Schwartz J., Moreland S., Hedberg A., Gougoutas J.Z., Malley M.F., and Floyd D.M. J. Med. Chem. 33 (1990) 1510
4. Biginelli P. Gazz. Chim. Ital. 23 (1893) 360
5. Maiti G., Kundu P., and Guin C. Tetrahedron Lett. 44 (2003) 2757
6. Shaabani A., Bazgir A., and Teimouri F. Tetrahedron Lett. 44 (2003) 857
7. Salehi H., and Guo Q.-X. Synth. Commun. 34 (2004) 171
8. Lu J., and Bai Y. Synthesis (2002) 466
9. Kumar K.A., Kasthuraiah M., Reddy C.S., and Reddy C.D. Tetrahedron Lett. 42 (2001) 7873
10. Fu N.-Y., Yuan Y.F., Cao Z., Wang S.-W., Wang J.-T., and Peppe C. Tetrahedron 58 (2002) 4801
11. Jenner G. Tetrahedron Lett. 45 (2004) 6195
12. Narsaiah A.V., Basak A.K., and Nagaiah K. Synthesis (2004) 1253
13. Kalita H.R., and Phukan P. Catal. Commun. 8 (2007) 179
14. Yadav J.S., Reddy B.V.S., Srinivas R., Venugopal C., and Ramalingam T. Synthesis (2001) 1341
15. Gohain M., Prajapati D., and Sandhu J.S. Synlett (2004) 235
16. Paraskar A.S., DewKar G.K., and Sudalai A. Tetrahedron Lett. 44 (2003) 3305
17. Khodaei M.M., Salehi P., Zolfigol M.A., and Sirouszadeh S. Pol. J. Chem. 78 (2004) 385
18. Bose D.S., Kumar R.K., and Fatima L. Synlett (2004) 279
19. Rafiee E., and Jafari H. Bioorg. Med. Chem. Lett. 16 (2006) 2463
20. Maradur S.P., and Gokavi G.S. Catal. Commun. 8 (2007) 279
21. Salehi P., Dabiri M., Zolfigol M.A., and Bodaghi Fard M.A. Tetrahedron Lett. 44 (2003) 2889
22. Cepanec I., Litvić M., Bartolinčić A., and Lovrić M. Tetrahedron 61 (2005) 4275
23. Eisner U., and Kuthan J. Chem. Rev. 72 (1972) 1
24. David M., Stout A., and Meyers I. Chem. Rev. 82 (1982) 223
25. Buhler F.R., and Kiowski W. J. Hypertens. S3 (1987) 5
26. Hantzsch A. Justus Liebigs Ann. Chem. 1 (1882) 215
27. Ko S., Sastry M.N.V., Lin C., and Yao C.-F. Tetrahedron Lett. 46 (2005) 5771
28. Chari M.A., and Syamasundar K. Catal. Commun. 6 (2005) 624
29. Khadikar B.M., Gaikar V.G., and Chitnavis A.A. Tetrahedron Lett. 36 (1995) 8083
30. Shaabani A., Rezayan A.H., Rahmati A., and Sharifi M. Monatsh. Chem. 137 (2006) 77
31. Sharma G.V.M., Reddy K.L., Lakshmi P.S., and Krishna P.R. Synthesis (2006) 55
32. Sridhar R., and Perumal P.T. Tetrahedron 61 (2005) 2465
33. Lee J.H. Tetrahedron Lett. 46 (2005) 7329
34. Kawase M., Shah A., Gaveriya H., Motohashi N., Sakagami H., Varga A., and Molnár J. Bioorg. Med. Chem. 10 (2002) 1051
35. Iranpoor N., and Adibi H. Bull. Chem. Soc. Jpn. 73 (2000) 675
36. Ichikawa S., Tomita I., Hosaka A., and Sato T. Bull. Chem. Soc. Jpn. 61 (1988) 513
37. Iwanami K., Aoyagi M., and Oriyama T. Tetrahedron Lett. 47 (2006) 4741
38. Toda F., and Tanaka K. Chem. Rev. 100 (2000) 1025
39. Mayer T.U., Kapoor T.M., Haggarty S.J., King R.W., Schreiber S.L., and Mitchison T.J. Science 286 (1999) 971
40. Kappe C.O. J. Org. Chem. 62 (1997) 7201