Microwave-assisted green synthesis of 3,4-dihydropyrimidin-2(1 H)-ones catalyzed by ferric chloride hexahydrate

Chinese Journal of Organic Chemistry

Volumn 27, Issue 8, 2007, Pages 1034-1037

  Wang, Dong Chao ^a   Yuan, Teng Fei ^a   Yang, Xi Ning ^a   Qu, Gui Rong ^a  

^a HENAN NORMAL UNIVERSITY   (China)

Author keywords

3,4 dihydropyrimidin 2(1H) one; Biginelli reaction; Ferric chloride hexahydrate; Microwave irradiation

Indexed keywords

EID: 35248823138     PISSN: 02532786     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (38)

1. Atwal, K. S.; Rovnyak, G. C.; O'Reilly, B. C.; Schwartz, J. J. Org. Chem. 1989, 4, 5898.
2. Kappe, C. O.; Fabian, W. M. F.; Semones, M. A. Tetrahedron 1997, 53, 2803.
3. Ma, Y.; Qian, C. T.; Wang, L. M.; Yang, M. J. Org. Chem. 2000, 65, 3864.
4. Lu, J.; Yang, B.-Q.; Bai, Y.-J.; Ma, H.-R. Chin. J. Org. Chem. 2001, 21, 640 (in Chinese).
5. Dandia, A.; Saha, M.; Taneja, H. J. Fluorine Chem. 1998, 90, 17.
6. Kappe, C. O. Tetrahedron 1993, 49, 6937.
7. Biginelli, P. Gazz. Chim. Ital. 1893, 23, 360.
8. Hu, E. H.; Sidler, D. R.; Dolling, U.-H. J. Org. Chem. 1998, 63, 3454.
9. De, S. K.; Gibbs, R. A. Synth. Commun. 2005, 35, 2645.
10. Lu, J.; Ma, H.-R.; Li, W.-H. Chin. J. Org. Chem. 2000, 20, 815 (in Chinese).
11. (a) Wang, Z.-T.; Xu, L.-W.; Xia, C.-G.; Wang, H.-Q. Tetrahedron Lett. 2004, 45, 7951.
12. (b) Xu, L.-W.; Wang, Z.-T.; Chun, J.; Li, L.; Zhao, P.-Q. Helv. Chim. Acta 2004, 87, 2608.
13. Ranu, B. C.; Hajra, A.; Jana, U. J. Org. Chem. 2000, 65, 6270.
14. Kappe, C. O.; Falsone, S. F. Synlett 1998, 718.
15. Bigi, F.; Carloni, S.; Frullanti, B.; Maggi, R.; Sartori, G. Tetrahedron Lett. 1999, 40, 3465.
16. Dondoni, A.; Massi, A. Tetrahedron Lett. 2001, 42, 7975.
17. (a) Zhang, X.; Li, Y.; Liu, C.; Wang, J. J. Mol. Catal. A: Chem. 2006, 253, 207.
18. (b) Stefani, H. A.; Oliveira, C. B.; Almeida, R. B.; Pereira, C. M. P.; Braga, R. C.; Cella, R.; Borges, V. C.; Savegnago, L.; Nogueira, C. W. Eur. J. Med. Chem. 2006, 41, 513.
19. Debache, A.; Boumoud, B.; Amimour, M.; Belfaitah, A.; Rhouati, S.; Carboni, B. Tetrahedron Lett. 2006, 47, 5697.
20. Rafiee, E.; Shahbazi, F. J. Mol. Catal. A: Chem. 2006, 250, 57.
21. Zhang, Q.-Y.; Wang, C.; Li, G.-S.; Li, J.-C; Liu, H.-M.; Wu, Q.-H. Chin. J. Org. Chem. 2005, 25, 1265 (in Chinese).
22. (a) Zhang, M.; Li, Y.-Q.; Zhou, M.-Y. Chin. J. Chem. 2006, 24, 282.
23. (b) Wang, C.-F.; Jiang, H.; Gong, H.; Wang, M.; Wang, Z.-C. Chin. J. Org. Chem. 2006, 26, 333 (in Chinese).
24. Heravi, M. M.; Bakhtiari, K.; Bamoharram, F. F. Catal. Commun. 2006, 7, 373.
25. Singh, K.; Arora, D.; Singh, S. Tetrahedron Lett. 2006, 47, 4205.
26. Hegedu S. A.; Hell, Z.; Vigh, I. Synth. Commun. 2006, 36, 129.
27. (a) Kappe, C. O.; Kumar, D.; Varma, R. S. Synthesis 1999, 1799.
28. (b) Gupta, R.; Gupta, A. K.; Paul, S.; Kachroo, P. L. Indian J. Chem. 1995, 348, 151.
29. (c) Desai, B.; Dallinger, D.; Kappe, C. O. Tetrahedron 2006, 62, 4651.
30. (d) Stadler, A.; Kappe, C. O. J. Chem. Soc., Perkin Trans, 1 2000, 1363.
31. (e) Stefani, H. A.; Gatti, P. M. Synth. Commun. 2000, 30, 2165.
32. (a) Qu, G.-R.; Han, S.-H.; Zhang, Z.-G.; Geng, M.-W.; Xue, F. Can. J. Chem. 2006, 84, 819.
33. (b) Qu, G.-R.; Han, S.-H.; Zhang, Z.-G.; Geng, M.-W.; Xue, F. J. Braz. Chem. Soc. 2006, 17, 915.
34. (c) Fan, X.-S.; Li, Y.-Z.; Zhang, X.-Y.; Hu, X.-Y.; Wang, J.-J. Chin. J. Org. Chem. 2005, 25, 1482 (in Chinese).
35. (d) Li, L.-J.; Zhu, L.-Z.; Zhang, X.-Y.; Zhang, G.-S.; Qu, G.-R. Can. J. Chem. 2005, 83, 1120.
36. Lu, J.; Wang, F.-L.; Bai, Y.-J.; Li, W.-H. Chin. J. Org. Chem. 2002, 22, 788 (in Chinese).
37. Stadler, A.; Kappe, C. O. J. Comb. Chem. 2001, 3, 624
38. Zhang, X.-R.; Xu, Z. Chin. J. Synth. Chem. 2005, 75, 1 (in Chinese).