Microwave-induced perchloric acid catalyzed novel solvent-free synthesis of 4-aryl-3,4-dihydropyrimidones via biginelli condensation

Journal of Heterocyclic Chemistry

Volumn 44, Issue 4, 2007, Pages 979-981

  Mukhopadhyay, Chhanda ^a   Datta, Arup ^a   Banik, Bimal K ^b  

^a UNIVERSITY OF CALCUTTA   (India)

^b UNIVERSITY OF TEXAS PAN AMERICAN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

KINESIN; MONASTROL; PERCHLORIC ACID; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PYRIMIDINONE DERIVATIVE; SOLVENT;

ARTICLE; BIGINELLI REACTION; CATALYSIS; CYCLIZATION; MICROWAVE IRRADIATION; MOLECULAR STABILITY; QUANTUM YIELD; REACTION ANALYSIS; REACTION TIME; SYNTHESIS;

EID: 36749068354     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570440439     Document Type: Article

References (31)

1. Tanaka, K. In Solvent- free Organic Synthesis Wiley-VCH, 2003.
2. Cho, H.; Ueda, M.; Shima,K.; Mizuno, A.; Hayashimatsu, M.;.Ohnaka,Y.;Takeuchi, Y.; Hamaguchi, M.; Aisaka,K.; Hidaka,T.; Kawai, M.; Takeda, M.; Ishihara, T.; Funahashi, K.; .Sato, F.; Morita, M.; Noguchi, T. J. Medicinal Chem., 1989, 32, 2399.
3. [b] Kappe, C.O. Eur. J. Medicinal Chem., 2000, 35, 1043.
4. [c] Rovnyak, G.C.; Atwal, K.S.; Hedberg, A.; Kimball, S.D.; Moreland, S.; Gougoutas, J.Z.; O'Reilly, B.C.; Schwartz, J.; Malley, M.F. J. Medicinal Chem., 1992, 35, 3254.
5. Rovnyak, G.C.; Kimball, S.D.; Beyer, B.; Cucinotta, G.; DiMarco, J.D.; Gougoutas, J.; Hedberg, A.; Malley, M.; McCarthy, J.P.; Zhang, R.; Moreland, S.; J. Medicinal Chem., 1993, 38, 119.
6. Biginelli, P. Gazz Chim. Ital, 1893, 23, 360.
7. [b] For a review of the Biginelli Reaction see .Kappe, C.O. Tetrahedron, 1993, 49, 6937.
8. Bigi, F.; Carloni, S.; Frullanti, B.; Maggi, R.; Sartori, G. Tetrahedron Lett, 1999, 40, 3465.
9. Hu, E.H.; Sidler, D.R.; Dolling, U.-H. J .Org. Chem., 1998, 63, 3454.
10. Ranu, B.C.; Hazra, A.; Jana, U. J. Org. Chem., 2000, 65, 6270.
11. Ma, Y.; Qian, C.; Wang, L.; Yang, M. J. Org. Chem., 2000, 65, 3864.
12. Robert, H.; Garrigues, B.; Dubac, J. Tetrahedron Lett., 1998, 39, 1161.
13. Caddick, S. Tetrahedron, 1995, 51, 10403.
14. [b] Hayes, B.L. In Microwave Synthesis, CEM Publishing, Matthews, 2002.
15. [c] Microwaves in Organic Synthesis ed. Loupy, A. Wiley-VCH, Weinheim, 2002.
16. [d] Zhang, A.; Neumeyer, J.L. Org. Lett. 2003, 5, 201.
17. Folkers, K.; Johnson. T.B. J. Am. Chem. Soc., 1933, 55, 3784.
18. Singh, K.; Arora , D.; .Singh, S. Tetrahedron Lett, 2006, 47, 4205.
19. Sharma, P.; Kumar, A.; Rane, N.; Gurram, V. Tetrahedron, 2005, 61, 4237.
20. Mitra, A.K.; Banerjee, S.K. J. Indian Chem. Soc., 2003, 80, 1175.
21. Chi, Y.-F.; Ling, Y.-C. Scientia Scinica, 1957, 6, 247.
22. Su, W.; Li, J.; Zheng, Z.; Shen,Y. Tetrahedron Lett. 2005, 46, 6037.
23. Shaabani, A.; Bazgir, A.; Teimouri, F. Tetrahedron Lett. 2003, 44, 857.
24. Bozsing, D.; Sohar, P.; Gigler, G.; Kovacs, G. European Journal of Medicinal Chemistry 1996, 31, 663.
25. Kappe, C.O.; Kumar, D.; Varma, R.S. Synthesis 1999, 1799.
26. Nagawade, R.R.; Kotharkar, S.A.; Shinde, D.B. Mendeleev Communications, 2005, 4, 150.
27. Folkers, K.; Harwood, H.J.; Johnson, T.B. J. Am. Chem. Soc. 1932, 54, 3751.
28. Sabitha, G.; Kiran, G.; Kumar Reddy, S.; Bhaskar Reddy, K.; Yadav, J.S. Tetrahedron Lett. 2003, 44, 6497.
29. Misra, A.K.; Agnihotri, G.; Madhusudan, S.K. Indian J. Chemistry 2004, 43 B, 2018.
30. Subhas Bose, D.; Venu Chary, M.; Mereyala, H.B. Heterocycles 2006, 68, 1217.
31. Mukhopadhyay, C.; Datta, A.; Banik, B.K. Heterocycles, 2007, 71, 181.