Cyclotrimerization of 3-R-1,2,4-triazin-5(4H)-ones with cyclic ketones

Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences

Volumn 65, Issue 11, 2010, Pages 1359-1362

  Egorov, Ilya N ^a   Kovalev, Igor S ^a   Rusinov, Vladimir L ^a   Chupakhin, Oleg N ^a,b  

^a URAL FEDERAL UNIVERSITY   (Russian Federation)

^b INSTITUTE OF ORGANIC SYNTHESIS   (Russian Federation)

Author keywords

1,2,4 Triazines; Cyclic ketones; Cycloaddition; Pyridines

Indexed keywords

CYCLOADDITION; PYRIDINE; SYNTHESIS (CHEMICAL);

1,2,4-TRIAZINES; ACIDIC CONDITIONS; CYCLIC KETONES; CYCLOTRIMERIZATION; PHENANTHRIDINE;

KETONES;

EID: 78149295651     PISSN: 09320776     EISSN: None     Source Type: Journal    
DOI: 10.1515/znb-2010-1111     Document Type: Article

References (21)

1. T.D. Bailey, G. L. Goe, E. F.V. Scriven, Chem. Heterocycl. Compd. 1984, 14 (Pyridine and Its Derivatives, Part 5), 1-252;
2. R. P. Thummel, Chem. Heterocycl. Compd. 1984, 14 (Pyridine and Its Derivatives, Part 5), 253-445;
3. R. Kumar, R. Chandra, Adv. Heterocycl. Chem. 2001, 78, 269-313;
4. D. S. Pisoni, J. S. Costa, D. Gamba, C. L. Petzhold, A. C. A. Borges, M.A. Ceschi, P. Lunardi, C. A. S. Gonçalves, Eur. J. Med. Chem. 2010, 45, 526-535;
5. L. Pasumansky, A.R. Hernańdez, S. Gamsey, C. T. Goralski, B. Singaram, Tetrahedron Lett. 2004, 45, 6417-6420;
6. J. H. Hutchinson, W. Halczenko, K.M. Brashear, M. J. Breslin, P. J. Coleman, L.T. Duong, C. Fernańdez-Metzler, M. A. Gentile, J. E. Fisher, G. D. Hartman, J. R. Huff, D.B. Kimmel, C. T. Leu, R. S. Meissner, K. Merkle, R. Nagy, B. Pennypacker, J. J. Perkins, T. Prueksaritanont, G.A. Rodan, S. L. Varga, G.A. Wesolowski, A. E. Zartman, S.B. Rodan, M. E. Duggan, J. Med. Chem. 2003, 46, 4790-4798;
7. R. S. Meissner, J. J. Perkins, L.T. Duong, G.D. Hartman, W. F. Hoffman, J. R. Huff, N.C. Ihle, C. T. Leu, R. Nagi, A. Naylor-Olsen, G.A. Rodan, S.B. Rodan, D.B.Whitman, G.A.Wesolowski, M. E. Duggan, Bioorg. Med. Chem. Lett. 2002, 12, 25-29;
8. A. Cappelli, M. Anzini, S. Vomero, L. Canullo, L. Mennuni, F. Makovec, E. Doucet, M. Hamon, M. C. Menziani P. G. De Benedetti, G. Bruni, M. R. Romeo, G. Giorgi, A. Donati, J. Med. Chem. 1999, 42, 1556-1575.
9. A. E. Chichibabin, Bull. Soc. Chim. Fr. 1939, 6, 522-533.
10. V. L. Rusinov, G.V. Zyryanov, T. L. Pilitcheva, O.N. Chupakhin, H. Neunhoeffer, J. Heterocyclic Chem. 1997, 34, 1013-1019;
11. O.N. Chupakhin, G. L. Rusinov, D.G. Beresnev, H. Neunhoeffer, J. Heterocyclic Chem. 1997, 34, 573-578;
12. D.G. Beresnev, N.A. Itsikson, O.N. Chupakhin, V.N. Charushin, M. I. Kodess, A. I. Butakov, G. L. Rusinov, Y.Y. Morzherin, A. I. Konovalov, I. S. Antipin, J. Org. Chem. 2006, 71, 8272-8275.
13. P. Molina, A. Tarraga, M. J. Vilaplana, E. Hurtado, M. Lorenzo, J. Chem. Soc., Perkin Trans. I 1983, 1395-1399;
14. S. Batori, Zs. Juhasz-Riedl, P. Sandor, A. Messmer, J. Heterocyclic Chem. 1986, 23, 375-380;
15. S. Batori, A. Messmer, J. Heterocyclic Chem. 1988, 25, 437-444.
16. V. Uchutilova, P. Fiedler, M. Prystas, J. Gut, Collect. Czech. Chem. Commun. 1971, 36, 1955-1963.
17. L. Heinisch, J. Prakt. Chem. 1974, 316, 667-678.
18. CRYSALYSPRO, CRYSALYSRED (version 1.171.31. 8). Oxford Diffraction Ltd., Abingdon, Oxfordshire (England) 2007.
19. G.M. Sheldrick, SHELXS/L-97, Programs for Crystal Structure Determination, University of Göttingen, Göttingen (Germany) 1997.
20. See also: G.M. Sheldrick, Acta Crystallogr. 1990, A46, 467-473;
21. G.M. Sheldrick, Acta Crystallogr. ibid. 2008, A64, 112-122.