Efficient selective synthesis of 2-substituted indoles from complex-base-promoted arynic cyclisations

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 19, 1997, Pages 2857-2862

  Kuehm Caubère, Catherine ^a   Rodriguez, Ivan ^b   Pfeiffer, Bruno ^a   Renard, Pierre ^a   Caubère, Paul ^b  

^a ADIR   (France)

^b Biopôle de l Université de Lorraine   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33748612483     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/a702548c     Document Type: Article

References (37)

1. See, for example, H. Hemetsberger, D. Knittel and H. Weidmann, Monatsh. Chem., 1970, 101, 161;
2. C. J. Moody, J. Chem. Soc., Perkin Trans. 1, 1984, 1333;
3. A. R. Katritzky, J. Li and C. V. Stevens, J. Org. Chem., 1995, 60, 3401;
4. S. Mahboobi, S. Kuhr and M. Koller, Tetrahedron, 1996, 52, 6373;
5. B. Joseph, B. Malapel and J. Y. Mérour, Synth. Commun., 1996, 26, 3289;
6. V. J. Majo and P. T. Perumal, J. Org. Chem., 1996, 61, 6523;
7. R. C. Larock, T. R. Hightower, L. A. Hasvold and K. P. Petersen, J. Org. Chem., 1996, 61, 3584;
8. S. Caddick, K. Aboutayab, K. Jenkins and R. I. West, J. Chem. Soc., Perkin Trans. 1, 1996, 675;
9. Reviews: U. S. Gill, R. M. Moriarty, Y. Y. Ku and I. R. Butler, J. Organomet. Chem., 1991, 417, 313;
10. C. J. Moody, Synlett, 1994, 681;
11. C. W. Cribble, Contemp. Org. Synth., 1994, 1, 145.
12. L. Lalloz and P. Caubère, J. Chem. Soc., Chem. Commun., 1975, 745.
13. P. Caubère, Rev. Heteroatom Chem., 1991, 4, 78;
14. Chem. Rev., 1993, 93, 2317 and references cited therein.
15. C. Caubère, P. Caubère, S. Ianelli, M. Nardelli and B. Jamart-Grégoire, Tetrahedron, 1994, 50, 11903.
16. M. Bouisset, M. Chignac, C. Grain and C. Pigerol, Sanofi Fr. Pat., 7 930 039, 1979;
17. Eur. Pat. 80870053.8, 1980 (Chem. Abstr., 1981, 95, 168579f).
18. Ph. Gros, Y. Fort, G. Queguiner and P. Caubère, Tetrahedron Lett., 1995, 36, 4791;
19. Ph. Gros, Ph. Hansen and P. Caubère, Tetrahedron, 1996, 52, 15147.
20. M. Marsch, K. Harms, L. Lochmann and G. Boche, Angew. Chem., Int. Ed. Engl., 1990, 29, 308;
21. P. Hall, J. Gilchrist, A. Harrison, D. Fuller and D. Collum, J. Am. Chem. Soc., 1991, 113, 9575;
22. R. Mulvey, Chem. Soc. Rev., 1991, 20, 167;
23. D. Collum, Acc. Chem. Res., 1992, 25, 448 and references cited therein;
24. G. Delong, D. Pannell, M. Clarke and R. Thomas, J. Am. Chem. Soc., 1993, 115, 7013;
25. F. Romersberg and D. Collum, J. Am. Chem. Soc., 1994, 116, 9187;
26. J. Saà, G. Martorell and A. Frontera, J. Org. Chem., 1996, 61, 5194;
27. M. Davidson, R. Davies, P. Raithby and R. Snaith, J. Chem. Soc., Chem. Commun., 1996, 1695;
28. B. Lucht and D. Collum, J. Am. Chem. Soc., 1996, 118, 2217.
29. C. Caubère, P. Caubère, P. Renard, J. G. Bizot-Espiart, S. Ianelli, M. Nardelli and B. Jamart-Grégoire, Tetrahedron, 1994, 50, 13433.
30. M. Node, K. Nishide, T. Kawarata, K. Ohta, K. Watanabe, K. Fuji and E. Fujita, Chem. Pharm. Bull., 1983, 31, 4306.
31. B. Pugin and L. M. Verranzi, J. Am. Chem. Soc., 1983, 105, 6877.
32. F. Duus and S. O. Lawesson, Tetrahedron, 1971, 27, 387.
33. R. W. Moore, F. Cassidy and G. Wootton (Beecham Group Ltd), Ger. Offen., 2 722 118 (Cl. CO7D207/40), 01 Dec. 1977;
34. Brit. Appl., 76/21 304, 22 May 1976, 59 pp
35. (Chem. Abstr., 1978, 88, 104769r).
36. B. R. Baker, V. Q. Merle, R. E. Schaub and J. H. Williams, J. Org. Chem., 1952, 17, 58.
37. M. Fetizon, F. Gomez-Parra and J. M. Louis, J. Heterocycl. Chem., 1976, 13, 525.