Nitropyridines: X.* Palladium-catalyzed cross-coupling of 2-bromo-5-nitropyridine with terminal acetylenes

Russian Journal of Organic Chemistry

Volumn 46, Issue 12, 2010, Pages 1830-1834

  Sagitullina, G P ^a   Vorontsova, M A ^a   Garkushenko, A K ^a   Poendaev, N V ^a   Sagitullin, R S ^a  

^a OMSK STATE UNIVERSITY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 79951495201     PISSN: 10704280     EISSN: None     Source Type: Journal    
DOI: 10.1134/S1070428010120109     Document Type: Review

References (32)

1. Sagitullina, G. P., Garkushenko, A. K., Glizdinskaya, L. V., Yuldashev, F. A., Vorontsova, M. A., and Sagitullin, R. S., Khim. Geterotsikl. Soedin., 2010, p. 1551.
2. Rusinov, V. L. and Chupakhin, O. N., Nitroaziny (Nitro Azines), Novosibirsk: Nauka, 1991.
3. Caldwell, W. T., Tyson, F. T., and Lauer, L., J. Am. Chem. Soc., 1944, vol. 66, p. 1479.
4. Parker, E. D. and Shive, W., J. Am. Chem. Soc., 1947, vol. 69, p. 63.
5. Brown, E. V., J. Am. Chem. Soc., 1954, vol. 76, p. 3168.
6. Brown, E. V. and Burke, H. T., J. Am. Chem. Soc., 1955, vol. 77, p. 6053.
7. Mariella, R. P., Callahan, J. J., and Jibril, A. O., J. Org. Chem., 1955, vol. 20, p. 1721.
8. Butler, R. N., Chem. Rev., 1975, vol. 75, p. 241.
9. Kato, Y., Okada, S., Tomimoto, K., and Mase, T., Tetrahedron Lett., 2001, vol. 42, p. 4849.
10. Thacher, S. M., Vasudevan, J., Tsang, K.-Y., Nagpal, S., and Chandraratna, R. A. S., J. Med. Chem., 2001, vol. 44, p. 281.
11. Gomtsyan, A., Didomenico, S., Lee, C.-H., Matulenko, M. A., Kim, K., Kowaluk, E. A., Wismer, C. T., Mikusa, J., Yu, H., Kohlhaas, K., Jarvis, M. F., and Bhagwat, S. S., J. Med. Chem., 2002, vol. 45, p. 3639.
12. Gasparani, F., Lingenhöhl, K., Stoehr, N., Flor, P. J., Heinrich, M., Vranesica, I., Kuhna, R., Biollaz, M., Allgeier, H., Heckendorn, R., Urwgler, S., Varney, M. A., Johnson, E. C., Hess, S. D., Rao, S. P., Sacaan, A. J., Santori, E. M., and Velicelebi, G., Neuropharmacology, 1999, vol. 38, p. 1493.
13. Karpov, A. S., Rominger, F., and Muller, T. J. J., J. Org. Chem., 2003, vol. 68, p. 1503.
14. Kawano, T., Kato, T., Du, C.-X., and Ueda, I., Tetrahedron Lett., 2002, vol. 43, p. 6697.
15. Akhtaruzzaman, M., Tomura, M., Zaman, M. B., Nishida, J., and Yamashita, Y., J. Org. Chem., 2002, vol. 67, p. 7813.
16. Gui, T.-L., Jin, S.-H., Park, J.-W., Lim, K.-T., Kim, S.-Y., and Gal, Y.-S., Mater. Sci. Eng. C., 2004, vol. 24, p. 217.
17. Tour, J. M., Rawlett, A. M., Kozaki, M., Yao, Y., Jagessar, R. C., Dirk, S. M., Price, D. W., Reed, M. A., Zhou, C.-W., Chen, J., Wang, W., and Campbell, I., Chem. Eur. J., 2001, vol. 7, p. 5118.
18. Flatt, A. K., Dirk, S. M., Henderson, J. C., Shen, D. E., Su, J., Reed, M. A., and Tour, J. M., Tetrahedron, 2003, vol. 59, p. 8555.
19. Sonogashira, K., Metal-Catalyzed Cross-Coupling Reactions, Diederich, F. and Stang, P. J., Eds., New York: Wiley, 1998, p. 203.
20. Chinchilla, R. and Nájera, K., Chem. Rev., 2007, vol. 107, p. 874.
21. Karchava, A. V., Maksimova, F. V., and Yurovskaya, M. A., Khim. Geterotsikl. Soedin., 1994, p. 1738.
22. Sun, L.-P. and Wang, J.-X., Synth. Commun., 2007, vol. 37, p. 2187.
23. Naulty, R. H., Cifuentes, M. P., Humphrey, M. G., Houbrechts, S., Boutton, C., Persoons, A., Heath, G. A., Hockles, D. C. R., Luther-Davies, B., and Samoc, M., J. Chem. Soc., Dalton Trans., 1997, p. 4167.
24. Carey, A. R. E., Eustace, S., More O'Ferrall, R. A., and Murray, B. A., J. Chem. Soc., Perkin Trans. 2, 1993, p. 2285.
25. Katritzky, A. R., Ghiviriga, I., More O'Ferrall, R. A., and Walsh, S. M., J. Chem. Soc., Perkin Trans. 2, 1997, p. 2605.
26. McCann, G. M., More O'Ferrall, R. A., and Walsh, S. M., J. Chem. Soc., Perkin Trans. 2, 1997, p. 2761.
27. Kolehmainen, E., Osmialowski, B., Nissinen, M., Kauppinen, R., and Gawinecki, R., J. Chem. Soc., Perkin Trans. 2, 2000, p. 2185.
28. Eustace, S. J., McCann, G. M., More O'Ferrall, R. A., Murphy, M. G., Murray, B. A., and Walsh, S. M., J. Phys. Org. Chem., 1998, vol. 11, p. 519.
29. Coldwell, W. T. and Kornfeld, E. C., J. Am. Chem. Soc., 1942, vol. 64, p. 1695.
30. Sadek, H. and Fuoss, R. M., J. Am. Chem. Soc., 1950, vol. 72, p. 301.
31. Franke, W., Ziegenbein, W., and Meister, H., Angew. Chem., 1960, vol. 72, p. 391.
32. Cooper, G. H. and Rickard, R. L., J. Chem. Soc., 1971, p. 772.