Reaction of quinoline N-oxides with alkyl- and aryllithiums in the presence of oxidant

Heterocycles

Volumn 51, Issue 10, 1999, Pages 2385-2397

  Tagawa, Yoshinobu ^a   Nomura, Manami ^a   Yamashita, Hiroyuki ^a   Goto, Yoshinobu ^a   Hamana, Masatomo ^b  

^a FUKUOKA UNIVERSITY   (Japan)

^b Japan Inst of Heterocyclic Chem   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

FLUORENE DERIVATIVE; ORGANOLITHIUM COMPOUND; OXIDE; OXIDIZING AGENT; QUINOLINE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; OXIDATION;

EID: 0033214146     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-99-8632     Document Type: Article

References (30)

1. Y. Tagawa, M. Nomura, Y. Goto, and M. Hamana, Abstracts of Papers, 29th Congress of Heterocyclic Chemistry, Tsukuba, November 1998, p. 337.
2. a) E. Ochiai, 'Aromatic Amine Oxides', Elsevier Publishing Co., Amsterdam, 1967 ;
3. b) A. R. Katritzky and J. M. Lagowski, 'Chemistry of the Heterocyclic N-Oxides', Academic Press, London, 1971 ;
4. c) R. A. Abramovitch and E. M. Smith, 'The Chemistry of Heterocyclic Compounds, Supplement Part II, Pyridine-1-oxides', ed. by A. Weissberger and E. C. Taylor, John Wiley & Sons, New York, 1973 ;
5. d) G. Jones and D. J. Baty, 'The Chemistry of Heterocyclic Compounds, Quinoline N-Oxides', Vol. 32, ed. by A. Weissberger and E. C. Taylor, John Wiley & Sons, Chichester, 1982.
6. a) T. Kato and H. Yamanaka, J. Org. Chem., 1965, 30, 910 ;
7. b) T. Kato, H. Yamanaka, T. Adachi, and H. Hirayama, J. Org, Chem., 1967, 32, 3788, ;
8. c) T. T. van Bergen and R. M. Kellog, J. Org. Chem., 1971, 36, 1705.
9. a) Y. Hamada, I. Takeuchi, and M. Hirota, Tetrahedron Lett., 1974, 495 ;
10. b) Y. Hamada and I. Takeuchi, J. Org. Chem., 1977, 42, 4207.
11. E. Hayashi and C. Iijima, Yakugaku Zasshi, 1962, 82, 1093.
12. T. Kato, H. Yamanaka, and M. Hikichi, Yakugaku Zasshi, 1965, 85, 331.
13. M. Hamana, Croat. Chem. Acta., 1986, 59, 89.
14. E. Hayashi and C. Iijima, Yakugaku Zasshi, 1966, 86, 571.
15. E. Hayashi, E. Ohishi, T. Tezuka, and K. Ema, Yakugaku Zasshi, 1968, 88, 1333.
16. J. F. Bunnet, Acc. Chem. Res., 1978, 11, 413.
17. Y. Tagawa, T. Yoshida, N. Honjo, and Y. Goto, Heterocycles, 1989, 29, 1781.
18. M. Hamana and K. Shimizu, Yakugaku Zasshi, 1966, 86, 59.
19. M. Colonna, L. Greci, and M. Poloni, J. Heterocycl. Chem., 1980, 17, 293.
20. T. Kosuge, K. Adachi, M. Yokota, and T. Nakao, Yakugaku Zasshi, 1965, 85, 66.
21. O. Cervinka, A. Fabryova, and L. Matonchova, Collect. Czech. Chem. Commun., 1963, 28, 535.
22. S. Tamura and E. Yabe, Chem. Pharm. Bull., 1974, 22, 2982.
23. E. C. Taylor and S. F. Martin, J. Am. Chem. Soc., 1974, 96, 8075.
24. T. Morita, K. Kuroda, Y.Okamoto, and H. Sakurai, Chem. Lett., 1981, 921.
25. H. Gilman and S. M. Spatz, J. Am. Chem. Soc., 1941, 63, 1553.
26. H. Gilman and D. A. Shirley, J. Am. Chem. Soc., 1949, 71, 1870.
27. F. Minisci, E. Vismara, F. Fontana, G. Morini, and M. Serravalle, J. Org. Chem., 1986, 51, 4411.
28. T. Kudo, A. Nose, and M. Hamana, Yakugaku Zasshi, 1975, 95, 521.
29. F. Clemence, M. Fortin, and J. L. Haesslein, Eur. Pat. Appl. EP 498,723, 12 Aug. 1992. (Chem. Abstr., 1993, 118, 22154).
30. S. Furukawa, Pharm. Bull., 1955, 3, 413.