(Bromodimethylsulfonium) bromide-catalyzed one-pot three-component synthesis of imidazo[1,2-a]pyridines

Journal of Heterocyclic Chemistry

Volumn 48, Issue 4, 2011, Pages 942-947

  Venkatesham, R ^a   Manjula, A ^a   Rao, B Vittal ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

2 AMINOPYRIDINE; ALDEHYDE; BROMIDE; BROMODIMETHYLSULFONIUM BROMIDE; IMIDAZO[1,2 A]PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL REACTION; DRUG SYNTHESIS; ONE POT SYNTHESIS; REACTION TIME;

EID: 79960844002     PISSN: 0022152X     EISSN: 19435193     Source Type: Journal    
DOI: 10.1002/jhet.518     Document Type: Article

References (40)

1. (a), Armstrong, R. W.; Combs, A. P.; Tempest, P. A.; Brown, S. D.; Keating, T. A., Acc Chem Res 1996, 29, 123
2. (b), Tietze, L. F., Chem Rev 1996, 96, 115.
3. (a), Ugi, I.; Domling, A.; Horl, W., Endeavour 1994, 18, 115
4. (b), Hudlicky T., Chem Rev 1996, 96, 3.
5. (a), Ugi, I.; Steinbruckner, C., Chem Ber 1961, 94, 734
6. (b), Hulme, C.; Morrissette, M. M.; Volz, F. A.; Burns, C. J., Tetrahedron Lett 1998, 38, 1113.
7. (a), Strocker, A. M.; Keating, T. A.; Tempest, P. A.; Armstrong, R. W., Tetrahedron Lett 1996, 37, 1149
8. (b), Mjalli, A. M. M.; Sarshar, S.; Baiga, T. J., Tetrahedron Lett 1996, 37, 2943
9. (c), Isenring, H. R.; Hofheinz, W., Synthesis 1981, 385
10. (d), Eckert, H.; Ugi, I., Stud Nat Prod Chem 1993, 12, 113
11. (e), Short, K. M.; Mjalli, A. M. M., Tetrahedron Lett 1997, 38, 359
12. (f), Ugi, I., Angew Chem Int Ed Engl 1962, 1, 8.
13. Rival, Y.; Grassy, G.; Michael, G., Chem Pharm Bull 1992, 40, 1170.
14. Kaminski, J. J.; Wallmark, B.; Briving, C.; Andersson, B. M. J., Med Chem 1991, 34, 533.
15. Starrett, J. E.; Montzka, T. A.; Crosswell, A. R.; Cavanagh, R. L., J Med Chem 1989, 32, 2204.
16. (a), Maruyama, Y.; Anami, K.; Terasawa, M.; Goto, K.; Imayoshi, T.; Kadobe, Y.; Mizushima, Y., Arzneim-Forsch 1981, 31, 1111
17. (b), Maruyama, Y.; Anami, K.; Katoh, Y., Arzneim-Forsch 1978, 28, 2102
18. (c), Verma, R. S., Heterocycl Chem 1999, 36, 1565.
19. Sanfilippo, P. J.; Urbanski, M.; Press, J. B.; Dubinsky, B.; Moore, J. B., J Med Chem 1988, 31, 2221.
20. Sablayrollers, C.; Milhavet, J. C.; Recheng, E.; Chapat, J. P.; Cros, G. H.; Boucard, M.; Serrano, J. J.; Mc Neil, J. H., J Med Chem 1984, 27, 206.
21. (a), Trapani, G.; Franco, M.; Latrofa, A.; Ricciardi, L.; Carotti, A.; Serra, M.; Sanna, E.; Biggio, G.; Liso, G., J Med Chem 1999, 42, 3934
22. (b), George, G. J.; Vercauteren, D. P.; Evard, G. H.; Durant, F. V.; George, P. G.; Wick, A. E., Eur J Med Chem 1993, 28, 323.
23. (a), Tschitchibabin, A. E., Berichte 1926, 58, 1704
24. (b), Mosby, W. L., In Heterocycles Systems with Bridge Head Nitrogen Atoms;, Mosby, W. L., Ed.; Wiley: New York, Part-I 460 and Part-II, 1961, p 802
25. (c), Blewitt, H. L., In Special Topics in Heterocyclic Chemistry;, Weissberger, A., Taylor, E. C.,; Wiley: New York, 1977, p 117.
26. Goto, T.; Inoue, S.; Sugiura, S., Tetrahedron Lett 1968, 36, 3873.
27. (a), Groebke, K.; Weber, L.; Mehlin, F., Synlett 1998, 661
28. (b), Blackburn, C., Tetrahedron Lett 1998, 39, 5469
29. (c), Blackburn, C.; Guan, B.; Fleming, P.; Shiosaki, K.; Tsai, S., Tetrahedron Lett 1998, 39, 3635
30. (d), Bienayme, H.; Bouzid, K., Angew Chem Int Ed Engl 1998, 37, 2234.
31. Hulme, C.; Sun Lee, Y., Mol Divers 2008, 12, 1.
32. Varma, R. S.; Kumar, D., Tetrahedron Lett 1999, 40, 7665.
33. (a), Varma, R. S., Green Chem 1999, 43
34. (b), Varma, R. S.,; Clean Prod Processes 1999, 1, 132
35. (c), Loupy, A.; Petit, A.; Hamelin, J.; Texier-Boullet, F.; Jacqualt, P.; Mathet, D., Synthesis 1998, 1213.
36. (d), Caddick, S., Tetrahedron 1995, 51, 10403
37. (e), Ireland, S. M.; Tye, H.; Whittaker, M., Tetrahedron Lett 2003, 44, 4369.
38. Shaabani, A.; Maleki, A., Monatsh Chem 2007, 138, 51.
39. (a), Polyakov, A. I.; Eryomina, V. A.; Medvedeva, L. A.; Tihonova, N. I.; Listratova, A. V.; Voskressensky, L. G., Tetrahedron Lett 2009, 50, 4389.
40. Masquelin, T.; Bui, H.; Brickley, B.; Stephenson, G.; Schwerkoske, J.; Hulme, C., Tetrahedron Lett 2006, 47, 2989.