A study on chemical behaviors of some 4-pyrones synthesized by one-step reactions towards various amines

Journal of Heterocyclic Chemistry

Volumn 44, Issue 2, 2007, Pages 337-341

  Şener, Ahmet ^a   Eskinoba, Siddik ^a   Bildirici, Ishak ^a   Genç, Hasan ^a   Kasimoǧullari, Rahmi ^b  

^a YUZUNCU YIL UNIVERSITY   (Turkey)

^b DUMLUPINAR UNIVERSITY   (Turkey)

Author keywords

[No Author keywords available]

Indexed keywords

3 ACETYL 5 BENZOYL 6 METHYL 2 PHENYL 4(4H) PYRONE; 3 BENZOYL 1 BUTYL 5 (1 BUTYLIMINOETHYL) 6 PHENYL 2 METHYL 4(1H) PYRIDINONE; 3 BENZOYL 1 ETHYL 5 (1 ETHYLIMINOETHYL) 6 PHENYL 2 METHYL 4(1H) PYRIDINONE; 3 BENZOYL 1 ETHYL 5 ETHOXYCARBONYL 2,6 DIPHENYL 4(1H) PYRIDINONE; 3 BENZOYL 1 PROPYL 5 (1 PROPYLIMINOETHYL) 6 PHENYL 2 METHYL 4(1H) PYRIDINONE; 3 BENZOYL 5 ETHOXYCARBONYL 1,2,6 TRIPHENYL 4(1H) PYRIDINONE; 3 BENZOYL 5 ETHOXYCARBONYL 2,6 DIPHENYL 4(4H) PYRONE; 3,5 DIBENZOYL 1 BUTYL 2,6 DIPHENYL 4(1H) PYRIDINONE; 3,5 DIBENZOYL 1 ETHYL 2,6 DIPHENYL 4(1H) PYRIDINONE; 3,5 DIBENZOYL 1,2,6 TRIPHENYL 4(1H) PYRIDINONE; 3,5 DIBENZOYL 2,6 DIMETHYL 1 PENTYL 4(1H) PYRIDINONE; 3,5 DIBENZOYL 2,6 DIPHENYL 4 HYDROXYPYRIDIN; 3,5 DIBENZOYL 2,6 DIPHENYL 4(4H) PYRONE; 4 PYRONE DERIVATIVE; ACETOPHENONE DERIVATIVE; ACETYLBENZOYL KETENE; AMINE; BENZOYLACETONE; CHLORINE DERIVATIVE; OXALYLCHLORIDE; PYRIDONE DERIVATIVE; PYRONE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; CHEMICAL COMPOSITION; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLOADDITION; POLYMERIZATION; SYNTHESIS;

EID: 36749072613     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570440209     Document Type: Article

References (40)

1. Dong, D.; Bi, X.; Liu, Q.; Cong, F. Chem. Commun., 2005, 3580 and references therein.
2. Erol, D. D.; Yulug, N. Eur. J. Med. Chem., 1999, 29, 893;
3. [b] Feng, M. H. D.; Vander, L.; Bantjes, A. J. Med. Chem., 1993, 36, 2822.
4. Knops, H. J.; Eue, L.; Schmint, R. R. Ger.Offen. DE 3,210,598 (Cl. C07D213/68), 06 Oct.1983, Chem. Abstr., 1984, 34412j, 100.
5. Hershko, C.; Theanacho, E. N.; Spira, D. T.; Peter, H. H.; Dobbin, P.; Hider, R. C. Blood, 1991, 77, 637;
6. [b] Sakagami, K.; Iwamatsu, K.; Atsum, K.; Hatanaka, M. Chem. Pharm. Bull., 1990, 38, 3476.
7. Williams, W. R. H. Can. J. Chem., 1976, 54, 3377.
8. Faith, W.; Campell, H. F.; Kuhla, D. Eur. Pat. Appl., WO 88/00468 (C07 D 401/10, C07 D 401/14, A61K 31/44) 28 January 1988.
9. Okura, A.; Yoshinara, T.; Nakagawa, S.; Mano, E.; Arakawwa, H.; Ushijma, R. Eur. Pat. Appl., 0516861 A1 (C07D 401/04, C07D 471/04) 9 December 1992;
10. [b] Hwang, D. R.; Proctor, G. R.; Driscoll, J. S. J. Pharm. Sci., 1980, 69, 1074;
11. [c] Timeus, F.; Valle, P.; Rosso, P.; Ruggieri, L.; Gabutti, V.; Ramenghi, U. Am. J. Hematol., 1994, 47, 183;
12. [d] Enna, S.J.; Maggie, A. Life Sci., 1979, 24, 1727.
13. Hershko, C.; Theanacho, E. N.; Spira, D. T.; Peter, H. H.; Dobbin, P.; Aytemir, M. D.; Uzbay, T.; Erol, D. D. Arzneim-Forsch/Drug Res., 1999, 49(1), 3, 250.
14. Saelens, J. K.; Bernard, P. S.; Wilson, D. E. Brain Res. Bull., 1980, 5, 533;
15. [b] Kim, K. S. Eur. Pat., WO 88/06587 (C07D 417/14, 401/14) 7 September 1988;
16. [c] Yasuhiro, N.; Yutaka, N.; Tadashi, I. Eur. Pat., 0362 759 (C07D401/04, C07D 471/04) 11 April 1990;
17. (d) Armit, J. W.; Nolan, T. J. J. Chem. Soc., 1931, 3023.
18. Dexter, D. T.; Carter, C. J.; Wells, F. R.; Lavoy-Agid, F.; Agid, Y.; Lees, A.; Jenner, P.; Marsden, C. D. J. Neurochem., 1989, 52, 381;
19. [b] Waldmeir, P. C.; Buchle, A. M.; Steulet, A. F. Biochem. Pharm., 1993, 45, 2417.
20. Peratoner, A.; Gazz. Chim. Ital., 1906, 36, 52.
21. Jakopcic, K.; Tamhinao, B.; Zorko, F.; Herak, M. J. J. Inorg. Nucl. Chem., 1977, 39, 1201;
22. [b] Looker, J. H.; Cliffton, M. D. J. Heterocyclic Chem., 1986, 23, 5.
23. Şener, A.; Genç, H.; Şener, M. K. J. Heterocyclic Chem., 2003, 40, 697.
24. Sato, M.; Ban, H.; Kaneko, C. Tetrahedron Lett., 1997, 38, 6689;
25. [b] Andreichikov, Y. S.; Kollenz, G.; Kappe, C. O.; Leung-Toung, R.; Wentrup, C. Acta Chem. Scand., 1992, 46, 683.
26. Wentrup, C.; Heilmayer, W.; Kollenz, G. Synthesis., 1994, 1219;
27. [b] Stadler, A.; Zangger, K.; Belaj, F.; Kollenz, G. Tetrahedron., 2001, 57, 6757;
28. [c] Wallfisch, B. C.; Belaj, F.; Wentrup, C.; Kappe, C. O.; Kollenz, G. J. Chem. Soc., Perkin Trans., 2002, 1, 599.
29. Birchler, A. G.; Liuand, F.; Liebeskind, L. S. J. Org. Chem., 1994, 59, 7737;
30. [b] Kappe, C. O.; Farber, G.; Kappe, C.; Kollenz, G. Tetrahedron Lett., 1992, 33, 4553.
31. Fabian, W. M. F.; Kollenz, G.; Akçamur, Y.; Kök, T. R.; Tezcan, M.; Akkurt, M.; Hiller, W. Monatsh. Chem., 1992, 123, 265;
32. [b] George, L. K.; Netsch, P.; Penn, G.; Kollenz, G.; Wentrup, C. Organic & Biomolecular Chemistry, 2006, 4, 558.
33. Allen, A. D.; Andraos, J.; Kreske, A. S.; McAllister, M. A.; Tidwell., T. T. J. Am. Chem. Soc., 1992, 114, 1878.
34. Saalfrank, R.W.; Lutz, T. Angew. Chem., Int. Ed. Engl., 1990, 9, 29.
35. AbdelNabi, H. A.; Kollenz, G. Monatsh. Chem., 1997, 128, 381;
36. [b] Sonada, N.; Murai, S.; Hasegawa, K. Angew. Chem., Int. Ed. Engl., 1975, 14, 636;
37. [c] Kollenz, G.; Ziegler, E.; Ott, W. Org. Prep. Proc. Int., 1973, 5, 261;
38. [d] Sano, T.; Saitoh, T.; Toda, J. Heterocycles, 1993, 36, No:9, 2139;
39. [e] Stadler, A.; Zangger, K.; Belaj, F.; Kollenz, G. Tetrahedron, 2001, 57, 6757.
40. Merck-Index, Chemical & reagents, Cat. No: 820538, 2005-2007, pp. 379.