Synthesis of a furano[4,3,2-de]quinoline nucleus: A derivative of the discorhabdin alkaloids

Heterocyclic Communications

Volumn 3, Issue 6, 1997, Pages 489-492

  Ding, Qizhu ^a   Zhao, Rulin ^a   Lown, J William ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0031325431     PISSN: 07930283     EISSN: None     Source Type: Journal    
DOI: 10.1515/HC.1997.3.6.489     Document Type: Article

References (20)

1. N. B. Perry, J. W. Blunt, M. H. G. Munro, Tetrahedron ,44, 1727-1734, (1988).
2. (a) J. Kobayashi, J. Cheng, M. Ishibashi, H. Nakamura, Y. Ohizumi, Y. Hirata, T. Sasaki, H. Lu, J. Clardy, Tetrahydron Lett. , 28, 4939-4942, (1987).
3. (b) J. Cheng, Y. Ohizumi, M. R. Wachli. H. Nakamura, Y. Hirata, T. Sasaki, Kobayashi, J. J. Org. Chem. , 53, 4621-4624, (1988).
4. (c ) J. Kobayashi, J. Cheng, S. Yamamura, M. Ishibashi, Tetrahydron Lett. , 32, 1227-1228, (1991).
5. (a) D. C. Radisky, E. S. Radisky, L. R. Barrows, B. R. Copp, R. A. Kramer, C. M. Ireland, J. Am. Chem. Soc. , 115, 1632-1638, (1993).
6. (b) L. R. Barrows, D. C. Radisky, B. R. Copp, D. S. Swaffar, R. A. Kramer, R. L. Warters, C. M. Ireland, Anti-Cancer Drug Design ,8,333-347, (1993).
7. H. H. Sun, S. Sekemi, N. Burries, P. McCarthy, J. Org. Chem. , 55,4964-4966, (1990).
8. (a) J. D. White, K. M. Yager, T. Yakura, J. Am. Chem. Soc. , 116, 1831-1838, (1994).
9. (b) E. V. Sadanandan, S. K. Pilai, M. V. Lakshmikantham, A. D. Billimoria, J. S. Culpepper, M. P. Cava, J. Org. Chem. ,60, 1800-1805, (1995).
10. (c) P. Balczewski, J. A. Joule, C. Estevez, M. Alvarez, J. Org. Chem. , 59, 4571-4575, (1994).
11. (d) T. Izawa, S. Nishiyama, S. Yamamura, Tetrahedron , 50, 13593-13600, (1994).
12. (a) R. Zhao, B. Oreski, J. W. Lown, Bioorg. Med. Chem. Lett. , 6, 2169-2172, (1996).
13. (b) R. Zhao, J. W. Lown, Synth. Commun. ,27, 2103-2110, (1997).
14. O. Bakare, L. H. Zalkow, M. Edward, ; E. M. Burgess, Synth. Commun. ,27, 1569-1576. (1997).
15. 2), 6.64 (t. J = 1.2 Hz, 1 H, coumarin-H), 7.22 (s, 1 H, Ar̈-H).
16. 3), 7.65 (t, J= 1.0 Hz, 1 H, furan-H), 7.80 (s, 1 H, Ar-H).
17. 2). 5.95 (t, J = 2.7 Hz, 1 H, CH), 7.20 (s, 1 H, Ar-H).
18. 3), 6.30 (s, 1 H, Ar-H), 7.27 (t, J = 1.8 Hz, 1 H, furan-H), 7.85 (s, 1 H, NH).
19. 2). 5.83 (s, 1 H, Ar-H), 7.65 (t, J = 1.2 Hz, 1 H, furan-H).
20. The crystal structure was solved using the program SHELXL93: Sheldrick, G. M. SHELXL93, University of Göttingen, 1993.