Palladium Catalysed Cross-Coupling Reaction with Indolylborate: A Concise Access to Ellipticine Derivatives

Synlett

Volumn 1997, Issue 2, 1997, Pages 214-216

  Ishikura, Minoru ^a   Yaginuma, Toshikatsu ^a   Agata, Isao ^a   Miwa, Yoshihisa ^b   Yanada, Reiko ^b   Taga, Tooru ^b  

^a HEALTH SCIENCES UNIVERSITY OF HOKKAIDO   (Japan)

^b KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000243997     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-746     Document Type: Article

References (18)

1. Suffness, M.; Cordell, C. A. In The Alkaloids, Vol. 25; Brossi, A. Ed.; Academic Press, Inc. San Diego, 1985, p 89; Gribble, G. W. In The Alkaloids. Vol. 39; Brossi, A. Ed.; Academic Press, Inc. San Diego, 1990, p 239; Gribble, G. W. In Advances in Heterocyclic Natural Product Synthesis, Vol. 1; Pearson, W. H. Ed.; JAI Press Inc. Greenwich. 1990, p 43; Alvarez, M.; Joule, J. A. In The Chemistry of Heterocyclic Compounds. Supplement to part 4; Saxton, J. E., Ed.; John Wiley & Sons, Ltd. Chichester, 1994, p 261; Boese, R.; Van Sickele, A. P.; Vollhardt, K. P. C. Synthesis, 1994, 1374; Blechert, S.; Knier, R.; Schroers, H.; Wirth, T. Synthesis, 1995, 593.
2. Suffness, M.; Cordell, C. A. In The Alkaloids, Vol. 25; Brossi, A. Ed.; Academic Press, Inc. San Diego, 1985, p 89; Gribble, G. W. In The Alkaloids. Vol. 39; Brossi, A. Ed.; Academic Press, Inc. San Diego, 1990, p 239; Gribble, G. W. In Advances in Heterocyclic Natural Product Synthesis, Vol. 1; Pearson, W. H. Ed.; JAI Press Inc. Greenwich. 1990, p 43; Alvarez, M.; Joule, J. A. In The Chemistry of Heterocyclic Compounds. Supplement to part 4; Saxton, J. E., Ed.; John Wiley & Sons, Ltd. Chichester, 1994, p 261; Boese, R.; Van Sickele, A. P.; Vollhardt, K. P. C. Synthesis, 1994, 1374; Blechert, S.; Knier, R.; Schroers, H.; Wirth, T. Synthesis, 1995, 593.
3. Suffness, M.; Cordell, C. A. In The Alkaloids, Vol. 25; Brossi, A. Ed.; Academic Press, Inc. San Diego, 1985, p 89; Gribble, G. W. In The Alkaloids. Vol. 39; Brossi, A. Ed.; Academic Press, Inc. San Diego, 1990, p 239; Gribble, G. W. In Advances in Heterocyclic Natural Product Synthesis, Vol. 1; Pearson, W. H. Ed.; JAI Press Inc. Greenwich. 1990, p 43; Alvarez, M.; Joule, J. A. In The Chemistry of Heterocyclic Compounds. Supplement to part 4; Saxton, J. E., Ed.; John Wiley & Sons, Ltd. Chichester, 1994, p 261; Boese, R.; Van Sickele, A. P.; Vollhardt, K. P. C. Synthesis, 1994, 1374; Blechert, S.; Knier, R.; Schroers, H.; Wirth, T. Synthesis, 1995, 593.
4. Suffness, M.; Cordell, C. A. In The Alkaloids, Vol. 25; Brossi, A. Ed.; Academic Press, Inc. San Diego, 1985, p 89; Gribble, G. W. In The Alkaloids. Vol. 39; Brossi, A. Ed.; Academic Press, Inc. San Diego, 1990, p 239; Gribble, G. W. In Advances in Heterocyclic Natural Product Synthesis, Vol. 1; Pearson, W. H. Ed.; JAI Press Inc. Greenwich. 1990, p 43; Alvarez, M.; Joule, J. A. In The Chemistry of Heterocyclic Compounds. Supplement to part 4; Saxton, J. E., Ed.; John Wiley & Sons, Ltd. Chichester, 1994, p 261; Boese, R.; Van Sickele, A. P.; Vollhardt, K. P. C. Synthesis, 1994, 1374; Blechert, S.; Knier, R.; Schroers, H.; Wirth, T. Synthesis, 1995, 593.
5. Suffness, M.; Cordell, C. A. In The Alkaloids, Vol. 25; Brossi, A. Ed.; Academic Press, Inc. San Diego, 1985, p 89; Gribble, G. W. In The Alkaloids. Vol. 39; Brossi, A. Ed.; Academic Press, Inc. San Diego, 1990, p 239; Gribble, G. W. In Advances in Heterocyclic Natural Product Synthesis, Vol. 1; Pearson, W. H. Ed.; JAI Press Inc. Greenwich. 1990, p 43; Alvarez, M.; Joule, J. A. In The Chemistry of Heterocyclic Compounds. Supplement to part 4; Saxton, J. E., Ed.; John Wiley & Sons, Ltd. Chichester, 1994, p 261; Boese, R.; Van Sickele, A. P.; Vollhardt, K. P. C. Synthesis, 1994, 1374; Blechert, S.; Knier, R.; Schroers, H.; Wirth, T. Synthesis, 1995, 593.
6. Suffness, M.; Cordell, C. A. In The Alkaloids, Vol. 25; Brossi, A. Ed.; Academic Press, Inc. San Diego, 1985, p 89; Gribble, G. W. In The Alkaloids. Vol. 39; Brossi, A. Ed.; Academic Press, Inc. San Diego, 1990, p 239; Gribble, G. W. In Advances in Heterocyclic Natural Product Synthesis, Vol. 1; Pearson, W. H. Ed.; JAI Press Inc. Greenwich. 1990, p 43; Alvarez, M.; Joule, J. A. In The Chemistry of Heterocyclic Compounds. Supplement to part 4; Saxton, J. E., Ed.; John Wiley & Sons, Ltd. Chichester, 1994, p 261; Boese, R.; Van Sickele, A. P.; Vollhardt, K. P. C. Synthesis, 1994, 1374; Blechert, S.; Knier, R.; Schroers, H.; Wirth, T. Synthesis, 1995, 593.
7. Ishikura, M. J. Chem. Soc. Chem. Commun., 1995, 409; Ishikura, M. Yuki Gosei Kagaku Kyokai Shi, 1995, 53, 308; Ishikura, M.; Agata, I. Heterocycles, 1996, 43, 1591; Ishikura, M.; Matsuzaki, Y.; Agata, I. J. Chem. Soc., Chem. Commun., 1996, in the press.
8. Ishikura, M. J. Chem. Soc. Chem. Commun., 1995, 409; Ishikura, M. Yuki Gosei Kagaku Kyokai Shi, 1995, 53, 308; Ishikura, M.; Agata, I. Heterocycles, 1996, 43, 1591; Ishikura, M.; Matsuzaki, Y.; Agata, I. J. Chem. Soc., Chem. Commun., 1996, in the press.
9. Ishikura, M. J. Chem. Soc. Chem. Commun., 1995, 409; Ishikura, M. Yuki Gosei Kagaku Kyokai Shi, 1995, 53, 308; Ishikura, M.; Agata, I. Heterocycles, 1996, 43, 1591; Ishikura, M.; Matsuzaki, Y.; Agata, I. J. Chem. Soc., Chem. Commun., 1996, in the press.
10. Ishikura, M. J. Chem. Soc. Chem. Commun., 1995, 409; Ishikura, M. Yuki Gosei Kagaku Kyokai Shi, 1995, 53, 308; Ishikura, M.; Agata, I. Heterocycles, 1996, 43, 1591; Ishikura, M.; Matsuzaki, Y.; Agata, I. J. Chem. Soc., Chem. Commun., 1996, in the press.
11. 3 with AcOEt - hexane 5:1).
12. 3 with AcOEt - hexane 5:1).
13. Hibino, S.; Sugino, E. J. Heterocyclic Chem., 1990, 27, 1751; Kano, S.; Sugino, E.; Hihino, S. Heterocycles, 1982, 19, 1673.
14. Hibino, S.; Sugino, E. J. Heterocyclic Chem., 1990, 27, 1751; Kano, S.; Sugino, E.; Hihino, S. Heterocycles, 1982, 19, 1673.
15. Mallory, F. B.; Mallory, C. W. Organic Reactions, 1984, 30, 1.
16. The authors have deposited the crystal structure data with the Cambridge Crystallographic Data Centre. The coordinates can be obtained, on request, from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 IEZ, U.K.
17. Azoug, M.; Loukaci, A.; Richard, B.; Nuzillard, Jean-Marc; Moreti, C.; Zeches-Hanrot, M.; Le Men-Olivier, L. Phytochemistry, 1995, 39, 1223; Marini-Bettolo, G. B.; Schmutz, J. Helv. Chim. Acta, 1959, 42, 2146.
18. Azoug, M.; Loukaci, A.; Richard, B.; Nuzillard, Jean-Marc; Moreti, C.; Zeches-Hanrot, M.; Le Men-Olivier, L. Phytochemistry, 1995, 39, 1223; Marini-Bettolo, G. B.; Schmutz, J. Helv. Chim. Acta, 1959, 42, 2146.