An approach to 2,3-dihydropyrroles and β-iodopyrroles based on 5-endo-dig cyclisations

Journal of the Chemical Society. Perkin Transactions 1

Volumn 2, Issue 5, 2002, Pages 622-628

  Knight, David W ^a   Redfern, Adele L ^a   Gilmore, Jeremy ^b  

^a CARDIFF UNIVERSITY   (United Kingdom)

^b ELI LILLY AND COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETONITRILE; CATALYSIS; COLUMN CHROMATOGRAPHY; PALLADIUM; POLYSULFONAMIDES; POTASH;

CYCLISATIONS;

AROMATIC COMPOUNDS;

EID: 0036006424     PISSN: 14727781     EISSN: 13645463     Source Type: Journal    
DOI: 10.1039/b110751h     Document Type: Article

References (41)

1. A.D. Jones, D.W. Knight, D.E. Hibbs J. Chem. Soc., Perkin Trans. 1 2001, 1182.
2. D.W. Knight, A.L. Redfern, J. Gilmore J. Chem. Soc., Perkin Trans. 1 2001, 2874.
3. J.T. Gupton, D.A. Krolikowski, R.H. Yu, S.W. Riesinger, J.A. Sikorski J. Org. Chem. 1990, 55, 4735.
4. D.H.R. Barton, S.Z. Zard J. Chem. Soc., Chem. Commun. 1985, 1098.
5. D.H.R. Barton, J. Kervagoret, S.Z. Zard Tetrahedron 1990, 46, 7587.
6. T.D. Lash, M.C. Hoehner J. Heterocycl. Chem. 1991, 28, 1671.
7. D.P. Arnold, L. Burgess-Dean, J Hubbard, M.A. Rahman Aust. J. Chem 1994, 47, 969.
8. P. La Porta, L. Capuzzi, F. Bettarini Synthesis 1994, 287.
9. C. DellErba, A. Giglio, A. Mugnoli, M. Novi, G. Petrillo, P. Stagnaro Tetrahedron 1995, 51, 5181.
10. T.P. Curran, M.T. Keaney J. Org. Chem. 1996, 61, 9068.
11. J.E. Baldwin J. Chem. Soc., Chem. Commun. 1976, 734 and 738.
12. J.E. Baldwin, J. Cutting, W. Dupont, L. Kruse, L. Silberman, R.C. Thomas J. Chem. Soc., Chem. Commun. 1976, 736.
13. P. Aschwanden, D.E. Frantz, E.M. Carreira Org. Lett. 2000, 2, 2331.
14. S.P. Bew, D.W. Knight Chem. Commun. 1996, 1007.
15. G.M.M. El-Taeb, A.B. Evans, S. Jones, D.W. Knight Tetrahedron Lett. 2001, 42, 5945.
16. A.B. Evans and D.W. Knight, unpublished observations.
17. D. W. Knight, A.L. Redfern, J. Gilmore Chem. Commun. 1998, 2207.
18. A. Lopez, M. Moreno-Manas, R. Pleixats, A. Roglans, J. Ezquerra, C. Pedregal Tetrahedron 1996, 52, 8365.
19. M.J. O’Donnell, R.L. Polt J. Org. Chem. 1982, 47, 2663.
20. K. Sonogashira, Y. Tohda, N. Hagihara Tetrahedron Lett. 1975, 4467.
21. K. Sonogashira, Comp. Org. Synth, eds. B. M. Trost and I. Fleming, Pergamon Press, Oxford, 1991, vol. 3, p. 521.
22. H. Günther, NMR Spectroscopy, 2nd edn., Georg Thieme Verlag, Stuttgart, 1992.
23. H. Günther, English translation, John Wiley and Sons Ltd., Chichester, 1995.
24. D.W. Knight and C.M. Sharland, unpublished results.
25. M.A. Fagan, D.W. Knight Tetrahedron Lett. 1999, 40, 6117.
26. N.A. Bumagin, A.F. Nikitina, I.P. Beletskaya Russ. J. Org. Chem. 1994, 30, 1619.
27. C.K. Chang, N. Bag J. Org. Chem. 1995, 60, 7030.
28. A. Alvarez, A. Cuzmán, A. Ruiz, E. Velarde, J.M. Muchowski J. Org. Chem. 1992, 57, 1653.
29. J. Wang, A.I. Scott Tetrahedron Lett. 1995, 36, 7043.
30. J. Wang, A.I. Scott Tetrahedron Lett. 1995, 36, 3247.
31. M.S. Baird, A.G.W. Baxter, A. Hoorfar, I. Jefferies J. Chem. Soc., Perkin Trans. 1 1991, 2575.
32. D. Jacoby, J.P. Celerier, G. Haviari, H. Petit, G. Lhommet Synthesis 1992, 884.
33. R.Y. Zhang, C.G. Zhao Chem. Commun. 1996, 511.
34. K.S. Feldman, M.M. Bruendl, K. Schildknegt, A.C. Nohnstedt J. Org. Chem. 1996, 61, 5440.
35. O.A. Attanasi, P. Filippone, C. Fiorucci, F. Mantellini Tetrahedron Lett. 1997, 38, 873.
36. F. Franco, R. Greenhouse and J.M. Muchowski, J. Org. Chem., 1982, 47, 1682.
37. D.J. Chadwick, S.T. Hodgson J. Chem. Soc., Perkin Trans. 2 1983, 93.
38. J.M. Muchowski, D.R. Solas Tetrahedron Lett. 1983, 24, 3455.
39. B.L. Bray, P.H. Mathies, R. Naef, D.R. Solas, T.T. Tidwell, D.R. Artis, J.M. Muchowski J. Org. Chem. 1990, 55, 6317.
40. Z.M. Qui, D.J. Burton Tetrahedron Lett. 1994, 35, 4319.
41. T. Masquelin, D. Obrecht Synthesis 1994, 276.