Synthesis of highly functionalized 2-(substituted biphenyl) benzimidzoles via Suzuki-Miyaura cross coupling reaction

Journal of Heterocyclic Chemistry

Volumn 44, Issue 6, 2007, Pages 1521-1523

  Vinodkumar, Ramanatham ^a   Rajagopal, Kotarkonda ^a   Devanna, Nayakanti ^a  

^a Janus Research Laboratories P Ltd   (India)

Author keywords

[No Author keywords available]

Indexed keywords

1,2 PHENYLENEDIAMINE; 4 IODOBENZOIC ACID; ALDEHYDE; BENZENE DERIVATIVE; BENZIMIDAZOLE DERIVATIVE; BIPHENYL DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CROSS COUPLING REACTION; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; OXIDATION; REACTION ANALYSIS; SUZUKI MIYAURA REACTION;

EID: 38949170272     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570440645     Document Type: Article

References (33)

1. th Edition, 1996, 1012.
2. Grimmett, M.R, In Comprehensive Organic Chemistry; Barton, Sir D., Ollis, W. D., Eds.; Pergammon Press: New York, 1979, Vol. 4, p 357.
3. Daniel, L. A, "Strategies for Organic Drug Synthesis and Design", Wiley-Interscience, 1998, 300.
4. (a) Wright, J. B. Chem. Rev., 1951, 48, 397;
5. (b) Amari, M.; Fodili, M.;Nedjar-Kolli, B. J. Heterocyclic Chem., 2002, 39, 811;
6. (c) Charton, J, Girault-Mizzi, S., Sergheraert, C., Chem. Pharm. Bull. 2005, 53(5), 492;
7. (d) Arienti, K. L., Brunmark, A., Axe, F. U., McClure, K., Lee, A., Blevitt, J., Neff, D. K., Huang, L., Crawford, S., Pandit, C.R., Karlsson, L., Breitenbucher, J. G., J. Med. Chem., 2005, 48(6), 1873.
8. Preston, P.N., Chem. Rev., 1974, 74(3), 279.
9. Preston, P.N. (Ed.), "Benzimidazoles and Congeneric Tricyclic Compounds" (Wiley/Interscience, New York), 1980, Part-2, Chap.10, 531.
10. Grimmett, M.R, " Comprehensive Heterocyclic Chemistry", Potts, K.T. (Ed.), Katritzky, A.R. & Rees, K.W. (Gen. Eds.), Pergamon Press, Oxford, 1984, Vol. 5, Chap. 4.08, 457.
11. (a) Hofmann, K., 'Imidazole and Its Derivatives" (Series Editor: Weissberger, A., "The Chemistry of Heterocyclic Compounds", Part - I, (Wiley-Interscience, New York), 1953, 247;
12. (b) Denny, W. A., Rewcastle, G. W., Baguley, B. C., J. Med. Chem., 1990, 33(2), 814;
13. (c) Yu, H., Kawanishi, H., Koshima, H., Heterocycles 2003, 60(6), 1457;
14. (d) Kauffman, J.M., Khalaj, A., Litak, P. T., Novinski, J.A., Bajwa, G. S., J. Heterocyclic Chem., 1994, 31(4), 957.
15. Kohler, P. Int. J. Parasitol., 2001, 31, 336.
16. (a) Vinodkumar, R., Raja Gopal, K., and Seshu Kumar, K.V.S.R., J. Heterocyclic Chem, 2005, 42, 1405;
17. (b) Vaidya S. D., Siva Kumar, B. V., Vinodkumar, R., Bhirud, S. B. and Mashelkar, U. C., Indian J. Heterocyclic Chem., 2005, 14, 197;
18. (c) Siva Kumar, B. V., Vaidya S. D., Vinodkumar, R., Bhirud, S. B. and Mane, R. B., Euro. J. Med. Chem., 2006, 41, 599;
19. (d) Vaidya S. D., Siva Kumar, B. V., Vinodkumar, R., Bhirud, S. B. and Mashelkar, U. C. J. Heterocycl Chem 2007, 44, 685.
20. Todorova, N, Zhelyazkov, L, Vodenicharov, R., Bulg. Trudove na Nauchnoizsledovaelskiya Khimikofarmatsevtichen Institut. 1978, 10, 89;
21. Chem. Abstr., 1978, 94, 30644.
22. (a) Blettner, C. G., Konig, W. A., Ruhter, Gerd, Stenzel, W. and Schotten, T., Synlett, 1999, 3, 307;
23. (b) Ismail, M. A., Batista-Parra, A., Miao, Y., Wilson, W. D., Wenzler, T., Brun, R., Boykin, D. W., Bioorg & Med. Chem., 2005, 13(24), 6718;
24. (c) Lewis, J. C., Wu, J.Y., Bergman, R. G., Ellman, J. A., Angew. Chemie. Intl Ed. Engl. 2006, 45(10), 1589.
25. (a) Lijuan, J., Erhong, H., Frank, R. F., Graça, M., Vicente, H. and Kevin, M. S., Chem. Commun., 2006, 3900;
26. (b) Li-Xiong, S. and Min, S., Org. Biomol. Chem., 2005, 3, 1828;
27. (c) Sherry, R. C., Dirk, T., Samuel, J. D., Angew. Chemie. Intl. Ed. Eng., 2001, 40 (24), 4544;
28. (d) Bengt, E. H., Wenche, S. and John, S. S., Bioorg. & Med. Chem. Lett., 2007, 17(8), 2361;
29. (e) Henry, N.C. W. Pure & Appl. Chem., 1996, 68(2), 335;
30. (f) Hing-Ken, L., Kin-Fai, C., Chi-Wai, H., Ho-Kee, Y., Xun-Wei, W.and Henry, N. G.W., Pure Appl. Chem., 2005, 77(1), 139.
31. Kotha, S., Behera, M.,and Vinodkumar, R., Bioorg. & Med. Chem. Lett., 2002, 12, 105.
32. Eaton, P. E., Carlson, G. R., and Lee, J. T., J. Org. Chem. 1973, 38, 4071.
33. Kauffman, J. M., Khalej, A., Litak, P.T., Novinski, J.A. and G. S. Bajwa, J. Heterocyclic Chem., 1994, 31, 957.