Synthesis of some 1,3-disubstituted imidazo[1,5-a]pyridines using 2-cyanopyridine

Tetrahedron Letters

Volumn 53, Issue 19, 2012, Pages 2420-2423

  Fulwa, Vijendra Kumar ^a   Manivannan, Vadivelu ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY GUWAHATI   (India)

Author keywords

1,2,4 Triazole; 2 Cyanopyridine; Imidazo 1,5 a pyridine

Indexed keywords

1 [(2 PYRIDYL)METHANIMINE] 3 (2 PYRIDYL)IMIDAZO[1,5 A]PYRIDINE; 1 [3,5 BIS(2 PYRIDYL) 1,2,4 TRIAZOLYL] 3 (2 PYRIDYL)IMIDAZO[1,5 A]PYRIDINE; 2 CYANOPYRIDINE; 3,5 BIS(2 PYRIDYL) 1,2,4 TRIAZOLE; HYDRAZINE; IMIDAZO[1,5 A]PYRIDINE DERIVATIVE; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; HEATING; SYNTHESIS;

EID: 84859501461     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2012.03.001     Document Type: Article

References (33)

1. Couty, F., Evano, G. In Comprehensive Heterocyclic Chemistry III; Katritzky, A. R., Ramsden, C. A., Eric, F. V. AAA., Taylor, R. J. K., Eds.; Elsevier Ltd., 2008; Vol. 11, pp 435-443.
2. N.F. Ford, L.J. Browne, T. Campbell, C. Gemenden, R. Goldstein, C. Gude, and J.W.F. Wasley J. Med. Chem. 28 1985 164 170
3. D. Davey, P.W. Erhardt, W.C. Lumma Jr., J. Wiggins, M. Sullivan, D. Pang, and E. Cantor J. Med. Chem. 30 1987 1337 1342
4. L.J. Browne, C. Gude, H. Rodriguez, and R.E. Steele J. Med. Chem. 34 1991 725 736
5. D.D. Davey J. Org. Chem. 52 1987 1863 1867
6. M. Alcarazo, S.J. Roseblade, A.R. Cowley, R. Fernández, J.M. Brown, and J.M. Lassaletta J. Am. Chem. Soc. 127 2005 3290 3291
7. A. Fürstner, M. Alcarazo, H. Krause, and C.W. Lehmann J. Am. Chem. Soc. 129 2007 12676 12677
8. S.J. Roseblade, A. Ros, D. Monge, M. Alcarazo, E. Álvarez, J.M. Lassaletta, and R. Fernández Organometallics 26 2007 2570 2578
9. M. Nonnenmacher, D. Kunz, F. Rominger, and T. Oeser J. Organomet. Chem. 692 2007 2554 2563
10. Y. Cheng, J-H. Peng, and J-Q. Li J. Org. Chem. 75 2010 2382 2388
11. J.D. Bower, and G.R. Ramage J. Chem. Soc. 1955 2834 2837
12. F. Palacios, C. Alonso, and G. Rubiales Tetrahedron 51 1995 3683
13. A.P. Krapcho, and J.R. Powell Tetrahedron Lett. 27 1986 3713 3714
14. K. Sasaki, A. Tsurumori, and T. Hirota J. Chem. Soc., Perkin Trans. 1 1998 3851 3856
15. A.R. Katritzky, and G. Qiu J. Org. Chem. 66 2001 2862 2864
16. M.E. Bluhm, M. Ciesielski, H. Görls, and M. Döring Angew. Chem., Int. Ed. 41 2002 2962 2965
17. J. Wang, R. Mason, D. VanDerveer, K. Feng, and X.R. Bu J. Org. Chem. 68 2003 5415 5418
18. J. Wang, L. Dyers Jr., R. Mason Jr., P. Amoyaw, and X.R. Bu J. Org. Chem. 70 2005 2353 2356
19. D. Kim, L. Wang, J.J. Hale, C.L. Lynch, R.J. Budhu, M. MacCoss, S.G. Mills, L. Malkowitz, S.L. Gould, J.A. DeMartino, M.S. Springer, D. Hazuda, M. Miller, J. Kessler, R.C. Hrin, G. Carver, A. Carella, K. Henry, J. Lineberger, W.A. Schleif, and E.A. Emini Bioorg. Med. Chem. Lett. 15 2005 2129 2134
20. F. Shibahara, A. Kitagawa, E. Yamaguchi, and T. Murai Org. Lett. 8 2006 5621 5624
21. F. Shibahara, R. Sugiura, E. Yamaguchi, A. Kitagawa, and T. Murai J. Org. Chem. 74 2009 3566 3568
22. J.M. Crawforth, and M. Paoletti Tetrahedron Lett. 50 2009 4916 4918
23. F. Shibahara, E. Yamaguchi, A. Kitagawa, A. Imai, and T. Murai Tetrahedron 65 2009 5062 5073
24. S. Tahara, F. Shibahara, T. Maruyama, and T. Murai Chem. Commun. 2009 7009 7011
25. V.S. Arvapalli, G. Chen, S. Kosarev, M.E. Tan, D. Xie, and L. Yet Tetrahedron Lett. 51 2010 284 286
26. A. Zhang, X. Zheng, J. Fan, and W. Shen Tetrahedron Lett. 51 2010 828 831
27. O. Niyomura, Y. Yamaguchi, S. Tamura, M. Minoura, and Y. Okamoto Chem. Lett. 40 2011 449 451
28. C. Huang, A. Giokaris, and V. Gevorgyan Chem. Lett. 40 2011 1053 1054
29. E. Yamaguchi, F. Shibahara, and T. Murai Chem. Lett. 40 2011 939 940
30. V.K. Fulwa, R. Sahu, H.S. Jena, and V. Manivannan Tetrahedron Lett. 50 2009 6264 6267
31. J.F. Geldard, and F. Lions J. Org. Chem. 30 1965 318 319
32. L. Cheng, W. Zhang, B. Ye, J. Lin, and X. Chen Inorg. Chem. 46 2007 1135 1143
33. J. Kulhánek, F. Bureš, P. Šimon, and W.B. Schweizer Tetrahedron: Asymmetry 19 2008 2462 2469