Synthesis and reactions of halo-, arylazo-substituted 3-(3-(1-naphthyl) acryloyl)tropolones. Formation of (naphthalen-1-yl)vinyl)substituted heterocycle-fused troponoid compounds

Chinese Journal of Chemistry

Volumn 28, Issue 8, 2010, Pages 1409-1416

  Gao, Wentao ^a   Sun, Mingchun ^a   Li, Yang ^a  

^a BOHAI UNIVERSITY   (China)

Author keywords

Aldol condensation; Electrophilic substitution; Heterocycle fused troponoid; Synthesis

Indexed keywords

EID: 77956587355     PISSN: 1001604X     EISSN: 16147065     Source Type: Journal    
DOI: 10.1002/cjoc.201090241     Document Type: Article

References (31)

1. Dewar, M. J. S. Nature 1945, 155, 50.
2. Sugawara, K.; Ohbayashi, M.; Shimizu, K.; Hatori, M.; Kamei, H.; Konishi, M.; Oki, T.; Kawaguchi, H. J. Antibiot. 1988, 41, 862.
3. Morita, Y.; Matsumura, E.; Okabe, T.; Shibata, M.; Sugiura, M.; Ohe, T.; Tsujibo, H.; Ishida, N.; Inamori, Y. Biol. Pharm. Bull. 2003, 26, 1487.
4. Inamori, Y.; Sakagami, Y.; Morita, Y.; Shibata, M.; Sugiura, M.; Kumeda, Y.; Okabe, T.; Tsujibo, H.; Ishida, N. Biol. Pharm. Bull. 2000, 23, 995.
5. Morita, Y.; Matsumura, E.; Tsujibo, H.; Yasuda, M.; Okabe, T.; Sakagami, Y.; Kumeda, Y.; Ishida, N.; Inamor, Y. Biol. Pharm. Bull. 2002, 25, 981.
6. Johnston, W. H.; Karchesy, J. J.; Constantine, G. H.; Craig, A. M. Phytother. Res. 2001, 15, 586.
7. Li, Z. H.; Jin, Z. T.; Yin, B. Z.; Imafuku, K. J. Heterocycl. Chem. 1987, 24, 779.
8. Zhang, L. C.; Yin, B. Z.; Jin, Z. T.; Imafuku, K. J. Heterocycl. Chem. 1988, 25, 285.
9. Jin, R. H.; Yin, B. Z.; Jin, Z. T.; Imafuku, K. J. Heterocycl. Chem. 1990, 27, 583.
10. Jin, Y. Z.; Piao, M. Z.; Jin, Z. T. Chin. J. Org. Chem. 1992, 12, 616 (in Chinese).
11. Li, Y.; Chang, M. Q.; Sun, M. C.; Li, W.; Gao, W. T. Chin. J. Chem. 2009, 27, 2073.
12. Schapira, M.; Abagyan, R.; Totrov, M. J. Med. Chem. 2003, 46, 3045.
13. Black, J. W.; Duncan, W. A.; Shanks, R. G. J. Pharmacol. 1997, 120 (4 Suppl.), 285.
14. Petranyi, G.; Ryder, N. S.; Stutz, A. Science 1984, 224, 1239.
15. Kyle, A. A.; Dahl, M. V. Am. J. Clin. Dermatol. 2004, 5, 443.
16. Paul, N. K.; Dietrich, L.; Jha, A. Synth. Commun. 2007, 37, 877.
17. Gao, W. T.; Jin, Z. T.; Yin, B. Z. J. Heterocycl. Chem. 1989, 26, 371.
18. Imafuku, K.; Yamane, A.; Matsumura, H. J. Synth. Org. Chem. 1980, 38, 308 (in Japanese).
19. Imafuku, K.; Suezak, K.; Matsumura, H. Heterocycles 1981, 16, 637.
20. Imafuku, K.; Yamaguchi, K. Bull. Chem. Soc. Jpn. 1981, 54, 2855.
21. Honda, M.; Imafuku, K. Bull. Chem. Soc. Jpn. 1985, 58, 508.
22. Venturella, P.; Bellino, A. Ann. Chim.: Rome 1968, 58, 145.
23. Jurd, L. Tetrahedron 1975, 31, 2884.
24. Sudoh, Y.; Jin, Z. T.; Imafuku, K.; Matsumura, H. J. Heterocycl. Chem. 1982, 19, 525.
25. Wang, D. L.; Imafuku, K. J. Heterocycl. Chem. 1998, 35, 1339.
26. Jurbowska-Kowalczyk, E. Roczniki Chemii 1976, 50, 489.
27. Yakovenko, V. I.; Oganesyan, E. T.; Zvolinskii, V. P.; Zakharov, V. F. Pharm. Chem. J. 1976, 10, 97.
28. Imafuku, K.; Yamane, A.; Matsumura, H. J. Heterocycl. Chem. 1980, 17, 1293.
29. Gao, W. T.; Zhang, Z. Chin. Chem. Lett. 2000, 11, 503.
30. Gao, W. T.; Zhang, B. T.; Sun, S. G. Chin. J. Org. Chem. 1995, 15, 104 (in Chinese).
31. Imafuku, K.; Jin, Z. T. J. Yanbian Univ.: Nat. Sci. 1983, 9, 35 (in Chinese).