Microwave-assisted copper(ii)-catalyzed one-pot four-component synthesis of multifunctionalized dihydropyridines

Journal of Combinatorial Chemistry

Volumn 12, Issue 4, 2010, Pages 577-581

  Pasunooti, Kalyan Kumar ^a   Nixon Jensen, Chantel ^a   Chai, Hua ^a   Leow, Min Li ^a   Zhang, Da Wei ^a   Liu, Xue Wei ^a  

^a Nanyang Technological University   (Singapore)

Author keywords

[No Author keywords available]

Indexed keywords

COPPER; DIHYDROPYRIDINE DERIVATIVE; MOLECULAR LIBRARY;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; COMBINATORIAL CHEMISTRY; MICROWAVE RADIATION; MOLECULAR LIBRARY; STEREOISOMERISM; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

CATALYSIS; COMBINATORIAL CHEMISTRY TECHNIQUES; COPPER; CRYSTALLOGRAPHY, X-RAY; DIHYDROPYRIDINES; MICROWAVES; MODELS, MOLECULAR; MOLECULAR STRUCTURE; SMALL MOLECULE LIBRARIES; STEREOISOMERISM;

EID: 77954545781     PISSN: 15204766     EISSN: 15204774     Source Type: Journal    
DOI: 10.1021/cc100060s     Document Type: Article

References (43)

1. Edwards, P. J., Allart, B., Andrews, M. J. I., Clase, J. A., and Menet, C. Curr. Opin. Drug Discovery Dev. 2006, 9, 425-444
2. Dömling, A. and Ugi, I. Angew. Chem., Int. Ed. 2000, 39, 3168-3210
3. Kappe, C. O. Angew. Chem., Int. Ed. 2004, 43, 6250-6284
4. de la Hoz, A., Diaz-Ortiz, A., and Moreno, A. Chem. Soc. Rev. 2005, 34, 164-178
5. Roberts, B. A. and Strauss, C. R. Acc. Chem. Res. 2005, 38, 653-661
6. Vedachalam, S., Zeng, J., Gorityala, B. K., Antonio, M., and Liu, X. W. Org. Lett. 2010, 12, 352-355
7. Cheng, X. M. and Liu, X. W. J. Comb. Chem. 2007, 9, 906-908
8. Pasunooti, K. K., Yang, R. L., Vedachalam, S., Gorityala, B. K., Liu, C. F., and Liu, X. W. Bioorg. Med. Chem. Lett. 2009, 19, 6268-6271
9. Lorpitthaya, R., Xie, Z. H., Kuo, J. L., and Liu, X. W. Chem. - Eur. J. 2008, 14, 1561-1570
10. Lorpitthaya, R., Sophy, K. B., Kuo, J. L., and Liu, X. W. Org. Biomol. Chem. 2009, 7, 1284-1287
11. Sudibya, H. G., Ma, J., Dong, X., Ng, S., Li, L.-J., Liu, X.-W., and Chen, P. Angew. Chem., Int. Ed. 2009, 48, 2723-2726
12. Lorpitthaya, R., Xie, Z. H., Sophy, K. B., Kuo, J. L., and Liu, X. W. Chem. - Eur. J. 2010, 16, 588-594
13. Gorityala, B. K., Lorpitthaya, R., Bai, Y., and Liu, X. W. Tetrahedron 2009, 65, 5844-5848
14. Gorityala, B. K., Cai, S., Lorpitthaya, R., Ma, J., Pasunooti, K. K., and Liu, X. W. Tetrahedron Lett. 2009, 50, 676-679
15. Gorityala, B. K., Cai, S., Ma, J., Pasunooti, K. K., and Liu, X. W. Bioorg. Med. Chem. Lett. 2009, 19, 3093-3095
16. Safak, C. and Simsek, R. Mini-Rev. Med. Chem. 2006, 6, 747-755
17. Mauzerall, D. and Westheimer, F. H. J. Am. Chem. Soc. 1955, 77, 2261-2264
18. Godfraid, T., Miller, R., and Wibo, M. Pharmocol. Rev. 1986, 38, 321-416
19. Sausins, A. and Duburs, G. Heterocycles 1988, 27, 269-289
20. Mager, P. P., Coburn, R. A., Solo, A. J., Triggle, D. J., and Rothe, H. Drug Design Discovery 1992, 8, 273-289
21. Mannhold, R., Jablonka, B., Voigdt, W., Schoenafinger, K., and Schravan, K. Eur. J. Med. Chem. 1992, 27, 229-235
22. Edraki, N., Mehdipour, A. R., Khoshneviszadeh, M., and Miri, R. Drug Discovery Today 2009, 14, 1058-1066
23. Young, G. P. Ann. Emerg. Med. 1984, 13, 712-722
24. Surmeier, D. J. Lancet Neurol. 2007, 6, 933-38
25. Rump, A. F. E., Boller, M., Berkels, R., Rösen, R., Fricke, U., and Klaus, W. Gen. Pharmacol. 1994, 25, 447-450
26. Marco-Contelles, J., León, R., De Los Ríos, C., Samadi, A., Bartolini, M., Andrisano, V., Huertas, O., Barril, X., Luque, F. J., Rodríguez-Franco, M. I., López, B., López, M. G., García, A. G., Do Carmo Carreiras, M., and Villarroya, M. J. Med. Chem. 2009, 52, 2724-2732
27. Hantzsch, A. Chem. Ber. 1881, 14, 1637-1638
28. Heravi, M. M., Saeedi, M., Karimi, N., Zakeri, M., Beheshtiha, Y. S., and Davoodnia, A. Synth. Commun. 2010, 40, 523-529
29. Debache, A., Ghalem, W., Boulcina, R., Belfaitah, A., Rhouati, S., and Carboni, B. Tetrahedron Lett. 2009, 50, 5248-5250
30. Ko, S., Sastry, M. N. V., Lin, C., and Yao, C. F. Tetrahedron Lett. 2005, 46, 5771-5774
31. Kumar, A. and Maurya, R. A. Tetrahedron Lett. 2007, 48, 3887-3890
32. Mobinikhaledi, A., Foroughifar, N., Fard, M. A. B., Moghanian, H., Ebrahimi, S., and Kalhor, M. Synth. Commun. 2009, 39, 1166-1174
33. Ko, S. K. and Yao, C. F. Tetrahedron 2006, 62, 7293-7299
34. Evans, C. G. and Gestwicki, J. E. Org. Lett. 2009, 11, 2957-2959
35. Karade, N. N., Budhewar, V. H., Shinde, S. V., and Jadhav, W. N. Lett. Org. Chem. 2007, 4, 16-19
36. Kumar, A. and Maurya, R. A. Tetrahedron 2007, 63, 1946-1952
37. Breitenbucher, J. G. and Figliozzi, G. Tetrahedron Lett. 2000, 41, 4311-4315
38. Dondoni, A., Massi, A., Minghini, E., and Bertolasi, V. Tetrahedron 2004, 60, 2311-2326
39. Kikuchi, S., Iwai, M., Murayama, H., and Fukuzawa, S. I. Tetrahedron Lett. 2008, 49, 114-116
40. Donelson, J. L., Gibbs, R. A., and De, S. K. J. Mol. Catal. Chem. 2006, 256, 309-311
41. Wang, L. M., Sheng, J., Zhang, L., Han, J. W., Fan, Z. Y., Tian, H., and Qian, C. T. Tetrahedron 2005, 61, 1539-1543
42. Pasunooti, K. K., Leow, M. L., Vedachalam, S., Gorityala, B. K., and Liu, X. W. Tetrahedron Lett. 2009, 50, 2979-2981
43. 3, etc., should also work for our methodology but not result in extra structural diversity into the products.