A novel synthesis of β-(10-benz[a]azulenyl)-α,β-unsaturated ketones by intramolecular cyclization of o-[2-furyl]cycloheptatrienylbenzenes

Tetrahedron Letters

Volumn 37, Issue 28, 1996, Pages 4965-4966

  Yamamura, Kimiaki ^a   Yamane, Taihei ^a   Hashimoto, Masao ^a   Miyake, Hideyoshi ^a   Nakatsiji, Shin Ichi ^b  

^a KOBE UNIVERSITY   (Japan)

^b UNIVERSITY OF HYOGO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE DERIVATIVE; DICHLOROMETHANE; FURAN; KETONE; TRITYL DERIVATIVE;

ARTICLE; CYCLIZATION; NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 0001290319     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00979-3     Document Type: Article

References (12)

1. 1) Several successful studies have been achieved in recent years; Cf. M.A. O'Leary, G.W. Richardson, and D. Wege,Tetrahedron, 1981, 37, 813-823; M.E. Jason, Tetrahedron Lett., 1982, 23, 1635-1638; K. Mizuno, K. Okada, and M. Oda, Tetrahedron Lett., 1984, 25, 2999-3002; Y.N. Gupta and K.N. Houk, Tetrahedron Lett., 1985, 26, 2607-2608; H. Duddeck, M. Kennedy, M.A. Mckervey, and F.M. Twohig, J. Chem. Soc., Chem. Commun., 1988, 1586-1588; M. Yasunami, T. Sato, and M. Yoshifuji, Tetrahedron Lett., 1995, 36, 103-106 and references cited therein.
2. 1) Several successful studies have been achieved in recent years; Cf. M.A. O'Leary, G.W. Richardson, and D. Wege,Tetrahedron, 1981, 37, 813-823; M.E. Jason, Tetrahedron Lett., 1982, 23, 1635-1638; K. Mizuno, K. Okada, and M. Oda, Tetrahedron Lett., 1984, 25, 2999-3002; Y.N. Gupta and K.N. Houk, Tetrahedron Lett., 1985, 26, 2607-2608; H. Duddeck, M. Kennedy, M.A. Mckervey, and F.M. Twohig, J. Chem. Soc., Chem. Commun., 1988, 1586-1588; M. Yasunami, T. Sato, and M. Yoshifuji, Tetrahedron Lett., 1995, 36, 103-106 and references cited therein.
3. 1) Several successful studies have been achieved in recent years; Cf. M.A. O'Leary, G.W. Richardson, and D. Wege,Tetrahedron, 1981, 37, 813-823; M.E. Jason, Tetrahedron Lett., 1982, 23, 1635-1638; K. Mizuno, K. Okada, and M. Oda, Tetrahedron Lett., 1984, 25, 2999-3002; Y.N. Gupta and K.N. Houk, Tetrahedron Lett., 1985, 26, 2607-2608; H. Duddeck, M. Kennedy, M.A. Mckervey, and F.M. Twohig, J. Chem. Soc., Chem. Commun., 1988, 1586-1588; M. Yasunami, T. Sato, and M. Yoshifuji, Tetrahedron Lett., 1995, 36, 103-106 and references cited therein.
4. 1) Several successful studies have been achieved in recent years; Cf. M.A. O'Leary, G.W. Richardson, and D. Wege,Tetrahedron, 1981, 37, 813-823; M.E. Jason, Tetrahedron Lett., 1982, 23, 1635-1638; K. Mizuno, K. Okada, and M. Oda, Tetrahedron Lett., 1984, 25, 2999-3002; Y.N. Gupta and K.N. Houk, Tetrahedron Lett., 1985, 26, 2607-2608; H. Duddeck, M. Kennedy, M.A. Mckervey, and F.M. Twohig, J. Chem. Soc., Chem. Commun., 1988, 1586-1588; M. Yasunami, T. Sato, and M. Yoshifuji, Tetrahedron Lett., 1995, 36, 103-106 and references cited therein.
5. 1) Several successful studies have been achieved in recent years; Cf. M.A. O'Leary, G.W. Richardson, and D. Wege,Tetrahedron, 1981, 37, 813-823; M.E. Jason, Tetrahedron Lett., 1982, 23, 1635-1638; K. Mizuno, K. Okada, and M. Oda, Tetrahedron Lett., 1984, 25, 2999-3002; Y.N. Gupta and K.N. Houk, Tetrahedron Lett., 1985, 26, 2607-2608; H. Duddeck, M. Kennedy, M.A. Mckervey, and F.M. Twohig, J. Chem. Soc., Chem. Commun., 1988, 1586-1588; M. Yasunami, T. Sato, and M. Yoshifuji, Tetrahedron Lett., 1995, 36, 103-106 and references cited therein.
6. 1) Several successful studies have been achieved in recent years; Cf. M.A. O'Leary, G.W. Richardson, and D. Wege,Tetrahedron, 1981, 37, 813-823; M.E. Jason, Tetrahedron Lett., 1982, 23, 1635-1638; K. Mizuno, K. Okada, and M. Oda, Tetrahedron Lett., 1984, 25, 2999-3002; Y.N. Gupta and K.N. Houk, Tetrahedron Lett., 1985, 26, 2607-2608; H. Duddeck, M. Kennedy, M.A. Mckervey, and F.M. Twohig, J. Chem. Soc., Chem. Commun., 1988, 1586-1588; M. Yasunami, T. Sato, and M. Yoshifuji, Tetrahedron Lett., 1995, 36, 103-106 and references cited therein.
7. 2) K. Yamamura, H. Miyake, S. Nakatsuju and I. Murata, Chemistry Lett., 1992, 1213-1216.
8. 3) K. Yamamura, K. Nakatsu, K. Nakao, T. Nakazawa and I. Murata, Tetrahedron Lett., 1979, 4999-5002.
9. 4) M. Hashimoto, K. Yamamura, H. Miyake and S. Nakatsuji, to be published.
10. 5) All the new compounds described in this paper afforded satisfactory spectroscopic data as well as elemental analyses.
11. 6) M.V. Sargent and T.M. Cresp, "Comprehensive Organic Chemistry," Pergamon Press, 1979, 4, 693.
12. 7) The addition of tropylium ion to allenylsilans to afford azulene derivatives was reported; D.A. Becker and R.L. Danheiser, J. Am. Chem. Soc., 1989, 111, 389-391.