A new approach to the synthesis of functionalized pyrido[2,3-b]indoles by way of a palladium-catalyzed ring closing reaction between the N-1 and C- 9a positions

Tetrahedron Letters

Volumn 39, Issue 15, 1998, Pages 2119-2122

  Abouabdellah, Ahmed ^a   Dodd, Robert H ^a  

^a CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

INDOLE DERIVATIVE; PALLADIUM;

ARTICLE; DRUG ISOLATION; DRUG STRUCTURE; DRUG SYNTHESIS; POLYMERIZATION;

EID: 0032499096     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00065-3     Document Type: Article

References (21)

1. 1. Moquin-Pattey, C.; Guyot, M. Tetrahedron 1989, 45, 3445-3450.
2. 2. Kin, J.-S.; Shin-ya, K.; Furihata, K.; Hayakawa, Y.; Seto, H. Tetrahedron Lett. 1997, 38, 3431-3434.
3. 3. Bolton, D.; Forbes, I. T.; Hayward, C. J.; Piper, D. C.; Thomas, D. R.; Thompson, M.; Upton, N. Bioorg. Med. Chem. Lett. 1993, 3, 1941-1946.
4. 4. (a) Achab, S.; Guyot, M.; Potier, P. Tetrahedron Lett. 1995, 36, 2615-2618.
5. (b) Choshi, T.; Yamada, S.; Sugino, E.; Kuwada, T.; Hibino, S. J. Org. Chem. 1995, 60, 5899-5904.
6. (c) Molina, P.; Fresneda, P. M.; Sanz, M. Tetrahedron Lett. 1997, 38, 6909-6912.
7. 5. Forbes, I. T.; Johnson, C. N.; Thompson, M. J. Chem. Soc., Perkin Trans. 1 1992, 275-281.
8. 6. Achab, S.; Guyot, M.; Potier, P. Tetrahedron Lett. 1993, 34, 2127-2130.
9. 7. Rocca, P.; Marsais, F.; Godard, A.; Queguiner, G. Tetrahedron 1993, 49, 49-64.
10. 8. (a) Papamicaël, C.; Dupas, G.; Bourguignon, J.; Queguiner, G. Tetrahedron Lett. 1994, 35, 4099-4102.
11. (b) Mehta, A.; Dodd, R. H. J. Org. Chem. 1993, 58, 7587-7590.
12. 9. de Lange, B.; van Bolhuis, F.; Feringa, B. L. Tetrahedron 1989, 45, 6799-6818.
13. 10. Collis, M. P.; Perlmutter, P. Tetrahedron: Asymmetry 1996, 7, 2117-2134.
14. 11. All new compounds gave spectroscopic and microanalytical data consistent with the assigned structures.
15. 12. (a) Hino, T.; Taniguchi, M. J. Am. Chem. Soc. 1978, 100, 5564-5565.
16. (b) Sammes, P. G.; Weedon, A. C. J. Chem. Soc., Perkin Trans. 1 1979, 3048-3052.
17. (c) Bourne, G. T.; Crich, D.; Davies, J. W.; Horwell, D. C. J. Chem. Soc., Perkin Trans. 1 1991, 1693-1699.
18. 13. (a) Hartwig, J. F. Synlett. 1997, 329-340.
19. (b) Marcoux, J.-F.; Wagaw, S.; Buchwald, S. L. J. Org. Chem. 1997, 62, 1568-1569 and references therein.
20. 14. Gilchrist, T. L.; Kemmitt, P. D.; Germain, A. L. Tetrahedron 1997, 53, 4447-4456.
21. 2 : C, 70.58 ; H, 4.23 ; N, 11.76. Found : C, 70.26, H, 4.51 ; N, 11.43.