A novel synthesis of 3,4,5,6-tetrahydro-7-hydroxy-1H-azepino[5,4,3-cd] indole derivatives from serotonin1

Heterocycles

Volumn 83, Issue 11, 2011, Pages 2547-2562

  Yamada, Koji ^a   Teranishi, Sakiko ^b   Miyashita, Ayako ^b   Ishikura, Minoru ^a   Somei, Masanori ^b  

^a HEALTH SCIENCES UNIVERSITY OF HOKKAIDO   (Japan)

^b KANAZAWA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 80455174314     PISSN: 03855414     EISSN: 18810942     Source Type: Journal    
DOI: 10.3987/COM-11-12345     Document Type: Article

References (33)

1. Part 137: K. Yamada and M. Somei, Heterocycles, 2012, 84, DOI: 10.3987/COM-11-S (P) 56, in press.
2. Professor Emeritus of Kanazawa University. Present address: Matsuhidai 56-7, Matsudo, Chiba 270-2214, Japan.
3. a) M. Somei, Heterocycles, 2011, 82, 1007;
4. M. Somei, S. Sayama, K. Naka, K. Shinmoto, and F. Yamada, Heterocycles, 2007, 73, 537;
5. M. Somei, Chemistry, 2007, 62, 116;
6. M. Somei, T. Iwaki, F. Yamada, Y. Tanaka, K. Shigenobu, K. Koike, N. Suzuki, and A. Hattori, Heterocycles, 2006, 68, 1565.
7. a) Synthetic philosophy: M. Somei, Heterocycles, 2008, 75, 1021;
8. Definitions of intellectual property and application potential factors: M. Somei, F. Yamada, Y. Suzuki, S. Ohmoto, and H. Hayashi, Heterocycles, 2004, 64, 483;
9. Definition of originality rate: M. Somei, Y. Fukui, M. Hasegawa, N. Oshikiri, and T. Hayashi, Heterocycles, 2000, 53, 1725;
10. M. Somei, Yakugaku Zasshi, 1988, 108, 361;
11. M. Somei, J. Synth. Org. Chem. Jpn., 1982, 40, 387.
12. K. Yamada, Y. Tanaka, and M. Somei, Heterocycles, 2009, 79, 635 and references cited therein.
13. M. Somei, K. Yamada, M. Hasegawa, M. Tabata, Y. Nagahama, H. Morikawa, and F. Yamada, Heterocycles, 1996, 43, 1855.
14. N. Suzuki, M. Somei, A. Seki, R. J. Reiter, and A. Hattori, J. Pineal Res., 2008, 45, 229;
15. N. Suzuki, M. Somei, K. Kitamura, R. J. Reiter, and A. Hattori, J. Pineal Res., 2008, 44, 326.
16. M. Somei, Yakugaku Zasshi, 2008, 128, 527.
17. M. Somei, Topics in Heterocyclic Chemistry, Vol. 6, ed. by S. Eguchi, Springer-Verlag, Berlin, 2006, p. 77;
18. M. Somei, Advances in Heterocyclic Chemistry, Vol. 82, ed. by A. R. Katritzky, Elsevier Science, USA, 2002, p. 101;
19. M. Somei, Heterocycles, 1999, 50, 1157;
20. M. Somei, J. Synth. Org. Chem. Jpn., 1991, 49, 205;
21. M. Somei and T. Kawasaki, Heterocycles, 1989, 29, 1251.
22. R. S. Jones, Progress in Neurobiology, 1982, 19, 117.
23. A. Stoll, F. Troxler, J. Peyer, and A. Hofmann, Helv. Chim. Acta, 1955, 38, 1452 and references cited therein;
24. M. M. Rapport, J. Biol. Chem., 1949, 180, 961;
25. M. M. Rapport, A. A. Green, and I. H. Page, Science, 1948, 108, 329;
26. M. M. Rapport, A. A. Green, and I. H. Page, J. Biol. Chem., 1948, 176, 1237.
27. M. Somei, Y. Yokoyama, Y. Murakami, I. Ninomiya, T. Kiguchi, and T. Naito, "The Alkaloids", Vol. 54, ed. by G. A. Cordell, Academic Press, 2000, p. 191 and references cited therein.
28. Y. Mikami, M. Somei, and M. Takagi, J. Biochem., 2009, 145, 239.
29. Y. Mikami, M. Somei, and M. Takagi, Endocrine Journal, 2009, 56, 665.
30. M. Somei, S. Teranishi, K. Yamada, and F. Yamada, Chem. Pharm. Bull., 2001, 49, 1159.
31. E. D. Cox and J. M. Cook, Chem. Rev., 1995, 95, 1157 and references cited therein.
32. M. Somei, F. Yamada, T. Kurauchi, Y. Nagahama, M. Hasegawa, K. Yamada, S. Teranishi, H. Sato, and C. Kaneko, Chem. Pharm. Bull., 2001, 49, 87;
33. M. Somei, H. Morikawa, K. Yamada, and F. Yamada, Heterocycles, 1998, 48, 1117 and references cited therein.