Synthesis of fused tricyclic heterocycles by condensation, cyclization, dipolar cycloaddition cascade of α-benzenesulfonyl and α-phenylthio substituted aldehydes

Heterocycles

Volumn 84, Issue 1, 2011, Pages 597-613

  Coldham, Iain ^a   Burrell, Adam J M ^a   Watson, Luke ^b   Oram, Niall ^b   Martinc, Nathaniel G ^c  

^a UNIVERSITY OF SHEFFIELD   (United Kingdom)

^b ELI LILLY AND COMPANY   (United States)

^c ASTRAZENECA   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84855975082     PISSN: 03855414     EISSN: 18810942     Source Type: Journal    
DOI: 10.3987/COM-11-S(P)29     Document Type: Article

References (30)

1. K. C. Nicolaou and J. S. Chen, Chem. Soc. Rev., 2009, 38, 2993.
2. M. Brasholz, J. M. Macdonald, S. Saubern, J. H. Ryan, and A. B. Holmes, Chem. Eur. J., 2010, 16, 11471.
3. M. Brasholz, B. A. Johnson, J. M. Macdonald, A. Polyzos, J. Tsanaktsidis, S. Saubern, A. B. Holmes, and J. H. Ryan, Tetrahedron, 2010, 66, 6445.
4. A. C. Flick, M. J. A. Caballero, and A. Padwa, Tetrahedron, 2010, 66, 3643.
5. A. C. Flick, M. J. A. Caballero, H. I. Lee, and A. Padwa, J. Org. Chem., 2010, 75, 1992.
6. C. J. Stearman, M. Wilson, and A. Padwa, J. Org. Chem., 2009, 74, 3491.
7. M. S. Karatholuvhu, A. Sinclair, A. F. Newton, M.-L. Alcaraz, R. A. Stockman, and P. L. Fuchs, J. Am. Chem. Soc., 2006, 128, 12656.
8. A. Padwa, Chem. Soc. Rev., 2009, 38, 3072.
9. I. Coldham, S. J. Coles, K. M. Crapnell, J.-C. Fernàndez, T. F. N. Haxell, M. B. Hursthouse, J. D. Moseley, and A. B. Treacy, Chem. Commun., 1999, 1757.
10. I. Coldham, K. M. Crapnell, J.-C. Fernàndez, J. D. Moseley, and R. Rabot, J. Org. Chem., 2002, 67, 6181.
11. I. Coldham, S. M. Pih, and R. Rabot, Synlett, 2005, 1743.
12. I. Coldham, B. C. Dobson, A. I. Franklin, and S. R. Fletcher, Tetrahedron Lett., 2007, 48, 873.
13. I. Coldham, B. C. Dobson, S. R. Fletcher, and A. I. Franklin, Eur. J. Org. Chem., 2007, 2676.
14. I. Coldham, S. Jana, L. Watson, and N. G. Martin, Org. Biomol. Chem., 2009, 7, 1674.
15. A. J. M. Burrell and I. Coldham, Curr. Org. Synth., 2010, 7, 312.
16. A. I. Franklin, D. Bensa, H. Adams, and I. Coldham, Org. Biomol. Chem., 2011, 9, 1901.
17. W. H. Pearson, P. Stoy, and Y. Mi, J. Org. Chem., 2004, 69, 1919.
18. W. H. Pearson, J. E. Kropf, A. L. Choy, I. Y. Lee, and J. W. Kampf, J. Org. Chem., 2007, 72, 4135.
19. I. Coldham, A. J. M. Burrell, L. E. White, H. Adams, and N. Oram, Angew. Chem. Int. Ed., 2007, 46, 6159.
20. A. J. M. Burrell, I. Coldham, L. Watson, N. Oram, C. D. Pilgram, and N. G. Martin, J. Org. Chem., 2009, 74, 2290.
21. A. J. M. Burrell, L. Watson, N. G. Martin, N. Oram, and I. Coldham, Org. Biomol. Chem., 2010, 8, 4530.
22. A. J. M. Burrell, I. Coldham, and N. Oram, Org. Lett., 2009, 11, 1515.
23. V. C. Pham, A. Jossang, A. Chiaroni, T. Sévenet, and B. Bodo, Tetrahedron Lett., 2002, 43, 7565.
24. V. C. Pham, A. Jossang, P. Grellier, T. Sévenet, V. H. Nguyen, and B. Bodo, J. Org. Chem., 2008, 73, 7565.
25. J. Kobayashi and T. Kubota, Nat. Prod. Rep., 2009, 26, 936.
26. H. E. Bitar, V. H. Nguyen, A. Gramain, T. Sévenet, and B. Bodo, Tetrahedron Lett., 2004, 45, 515.
27. A. Jossang, H. E. Bitar, V. C. Pham, and T. Sévenet, J. Org. Chem., 2003, 68, 300.
28. I. Coldham, L. Watson, H. Adams, and N. G. Martin, J. Org. Chem., 2011, 76, 2360.
29. I. Coldham, A. J. M. Burrell, H. D. S. Guerrand, and N. Oram, Org. Lett., 2011, 13, 1267.
30. F. Benedetti, F. Berti, S. Fabrissin, and T. Gianferrara, J. Org. Chem., 1994, 59, 1518.