An efficient synthesis of 2,4,5-trisubstituted and 1,2,4,5- tetrasubstituted-1H-imidazoles

Bulletin of the Korean Chemical Society

Volumn 26, Issue 12, 2005, Pages 2051-2053

  Kidwai, Mazaahir ^a   Saxena, Shilpi ^a   Ruby, ^a   Rastogi, Shweta ^a  

^a UNIVERSITY OF DELHI   (India)

Author keywords

1,2,4,5 Tetrasubstituted imidazole; 2,4,5 Trisubstituted imidazole; Green chemistry; Microwave irradiation; Neat reaction

Indexed keywords

EID: 31744440710     PISSN: 02532964     EISSN: 12295949     Source Type: Journal    
DOI: 10.5012/bkcs.2005.26.12.2051     Document Type: Article

References (36)

1. Gedye, R.; Smith, F.; Westway, K.; Ali, H.; Baldisera, L.; Laberge, L.; Rousell, J. Tetrahedron Lett. 1986, 27, 279.
2. Varma, R. S.; Dahiya, R.; Kumar, S. Tetrahedron Lett. 1997, 38, 2039.
3. (a) Caddick, S. Tetrahedron 1995, 51, 10403.
4. (b) Bose, A. K.; Banik, B. K.; Lavlinskaia, N.; Jayaraman, M.; Manhas, M. S. Chemtech 1997, 27, 18.
5. Clark, J. H. In Catalysis of Organic Reactions by Supported Inorganic Reagents; VCH Publisher, Inc: New York, 1984.
6. Varma, R. S. In Microwaves in Organic Synthesis; Loupy, A., Ed.; Wiley VCH: Weinheim, 2002; Chapter 6, pp 181-218.
7. Varma, R. S. In Microwaves Theory, Application in Material Processing IV; Clark, D. E., Sutton, W. H., Lewis, D. A., Eds.; American Ceramic Society: Westerville, Ohio, 1997; pp 357-365.
8. Ahluwalia, V. K.; Kidwai, M. In New Trends in Green Chemistry; Anamaya Publishers: New Delhi, 2003.
9. Dittmer, D. C. Chem. Ind. 1997, 779.
10. Ganellin, C. R. In Medicinal Chemistry The Role of Organic Chemistry in Drug Research; Roberts, S. M.; Price, B. J., Eds.; Academic Press: New York, USA, 1985; pp 93-119.
11. Rotstein, D. M.; Kertesz, D. J.; Walker, K. A. M.; Swinney, D. C. J. Med. Chem. 1992, 35, 2818.
12. Sensui, H.; Ichikawa, J.; Sato, S. Jpn. Kokai Tokyo Koho JP 62,94,841; Chem. Abstr. 1987, 107, 187436q.
13. Liebl, R.; Handte, R.; Mildenberger, H.; Bauer, K.; Bieringer, H. Ger. Offen DE 3,604,042; Chem. Abstr. 1987, 108, 6018g.
14. (a) Ucucu, U.; Karaburun, N. G.; Isikdag, I. Farmaco 2001, 56, 285.
15. (b) Wolkenberg, S. E.; Wisnosk, D. D.; Leister, W. H.; Wang, Y.; Zhao, Z.; Lindsley, C. W. Org. Lett. 2004, 6(9), 1453.
16. Pozherskii, A. F.; Soldatenkov, A. T.; Katritzky, A. R. Heterocycles in Life, Society; Wiley: New York, 1997; p 179.
17. Lombardino, J. G.; Wiseman, E. H. J. Med. Chem. 1974, 17, 1182.
18. Phillips, A. R.; White, H. L.; Rosen, S. Eur. Pat. Appl. EP 58,890; Chem. Abstr. 1982, 98, 53894z.
19. Radziszewski, B. Ber. 1882, 15, 1493.
20. Grimmett, M. R. In Comprehensive Heterocyclic Chemistry II; Katritzky, A. R.; Rees, C. W.; Scriven, E. F. V., Eds.; Pergamon: New York, 1996; Vol. 3, p 77.
21. (a) Balalaie, S.; Arabanian, A.; Hashtroudi, M. S. Montash. Chem. 2000, 131, 945.
22. (b) Usyatinsky, A. Y.; Khmelnitsky, Y. L. Tetrahedron Lett. 2000, 41, 5031.
23. (a) Balalaie, S.; Hashem, M. M.; Akhbari, M. Tetrahedron Lett. 2003, 44(8), 1709.
24. (b) Sarshar, S.; Siev, D.; Mjalli, M. M. Tetrahedron Lett. 1996, 37, 835.
25. Wasserman, H. H.; Long, Y. O.; Zhang, R.; Parr, J. Tetrahedron Lett. 2002, 43, 3351.
26. Kamitori, Y. J. Heterocycl. Chem. 2001, 38, 773.
27. (a) Kidwai, M.; Saxena, S.; Mohan, R.; Venkataramanan, R. J. C. S. Perkin Trans. 1 2002, 16, 1845.
28. (b) Kidwai, M.; Mohan, R. Canadian J. Chem. 2004, 82, 427.
29. Krieg, B.; Manecke, G. Z. Naturforschg 1967, 22b, 132.
30. (a) Kidwai, M.; Rastogi, S.; Saxena, S. Bull. Korean Chem. Soc. 2004, 25(1), 119.
31. (b) Kidwai, M.; Mothsra, P.; Mohan, R.; Biswas, S. Bioorg. Med. Chem. Lett. 2005, 15(14), 915.
32. (a) Davidson, D.; Weiss, M.; Jelling, M. J. Org. Chem. 1937, 2, 319;
33. (b) Whiten, D. M.; Sonnenberg, J. J. Org. Chem. 1964, 29, 1926.
34. (a) Japp, F. R.; Robinson, H. H. Chem. Ber. 1882, 15, 1269.
35. (b) Weiss, M. J. Org. Chem. 1952, 74, 5193.
36. Gompper, R. Chem. Ber. 1957, 90, 37.