Efficient synthesis of fused 1,2,3-triazolo-δ-lactams using Huisgen [3 + 2] dipolar cycloaddition "click-chemistry" in water

Chemistry Letters

Volumn 36, Issue 5, 2007, Pages 592-593

  Kumar, Indresh ^a   Rode, Chandrashekhar V ^a  

^a NATIONAL CHEMICAL LABORATORY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 34250223402     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2007.592     Document Type: Article

References (24)

1. a) I. Muegge, Chem.-Eur. J. 2002, 8, 1976.
2. b) G. W. Bemis, M. A. Murcko, J. Med. Chem. 1996, 39, 2887.
3. c) A. De Laet, J. J. J. Hehenkamp, R. L. Wife, J. Heterocycl. Chem. 2000, 37, 669.
4. a) R. Huisgen, in 1,3-Dipolar Cycloaddition Chemistry, ed. by A. Pawda, Wiley, New York, 1984, pp. 1-176.
5. b) R. Huisgen, Proc. Chem. Soc. 1961, 357.
6. c) R. Huisgen, Pure Appl. Chem. 1989, 61, 613.
7. a) W.-Q. Fan, A. R. Katritzky, in Comprehensive Heterocyclic Chemistry, ed. by A. R. Katritzky, C. W. Rees, E. F. V. Scriyen, Elsevier Science, Oxford, 1996, Vol. 4, pp. 1-126.
8. b) B. S. Holla, N. S. Mahhalinga, Eur. J. Med. Chem. 2005, 40, 1173.
9. c) M. A. Elmorsi, A. M. Hassanein, Corros. Sci. 1999, 41, 2337.
10. d) D. K. Kim, J. Kim, H. Park, Bioorg. Med. Chem. Lett. 2004, 14, 2401.
11. H. C. Kolb, K. B. Sharpless, Drug Discovery Today 2003, 8, 1128.
12. a) T. S. Seo, Z. Li, H. Ruparel, J. Lu, J. Org. Chem. 2003, 68, 609.
13. b) K. Sivakumar, F. Xie, B. M. Cash, S. Long, H. N. Barnhill, Org. Lett. 2004, 6, 4603.
14. c) A. Dondoni, A. Marra, J. Org. Chem. 2006, 71, 7546.
15. d) S. Hotha, S. Kashyap, J. Org. Chem. 2006, 71, 364, and references there in.
16. H. C. Kolb, K. B. Sharpless, Angew. Chem., Int. Ed. 2001, 40, 2004.
17. J. Seibel, D. Brown, A. Amour, S. J. Macdonald, N. J. Oldham, C. J. Schofield, Bioorg. Med. Chem. Lett. 2003, 13, 387.
18. Y. Tong, Y. M. Fobian, M. Wu, N. D. Boyd, K. D. Moeller, J. Org. Chem. 2000, 65, 2484.
19. L. Bertelli, G. Baigi, I. Giorgi, C. Manera, O. Livi, V. Scartoni, L. Betti, G. Giannaccini, L. Trincavelli, P. L. Barilli, Eur. J. Med. Chem. 1998, 33, 113.
20. a) I. Kumar, C. V. Rode, Tetrahedron: Asymmetry 2006, 17, 763.
21. b) I. Kumar, C. V. Rode, communicated.
22. A. Dondoni, D. Perrone, Org. Synth. 2004, Coll. Vol. 10, 320;
23. Org. Synth. 1999, 77, 64.
24. Supporting Information is available electronically on the CSJ-Journal Web site, http://www.csj.jp/journals/chem-lett/ index.html.