Selective 1,2- vs 1,4-addition of n-arylphosphazenes to,-unsaturated -ketoesters. Synthesis of quinolinecarboxylates

Heterocycles

Volumn 70, Issue , 2006, Pages 261-270

  Palacios, Francisco ^a   Vicario, Javier ^a   de los Santos, Jesús M ^a   Aparicio, Domitila ^a  

^a UNIVERSITY OF THE BASQUE COUNTRY UPV EHU   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33947663060     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-06-s(w)17     Document Type: Article

References (38)

1. For rewiews see:. Michael J.P. references therein. Nat. Prod. Rep. 22 (2005) 627
2. (Part F). Michael J.P. In: Sainsbury M. (Ed). Rodd's Chemistry of Carbon Compounds. 2nd Edition Vol 4 (1998), Elsevier, Amsterdam 423-482
3. Morimoto Y., Matsuda F., and Shirahama H. Synlett (1991) 202
4. Wiesner J., Ortmann R., Jomaa H., and Schlitzer M. Angew. Chem., Int. Ed. 43 (2003) 5274
5. Bilker O., Lindo V., Panico M., Etiene A.E., Paxton T., Dell A., Rogers M., Sinden R.E., and Morris H.R. Nature 392 (1998) 289
6. Sullivan D.J., Gluzman I.Y., Russell D.G., and Goldberg D. Proc. Nat. Acad. Sci. 93 (1996) 11865
7. Trenholme C.M., Williams R.L., Desjardins R.E., Frischer H., Carson P.E., Rieckmann K.H., and Canfield C.J. Science 190 (1975) 792
8. Baraldi P.G., Tabrizi M.A., Preti D., Bovero A., Fruttarolo F., Romagnoli R., Zaid N.A., Moorman A.R., Varani K., and Borea P.A. J. Med. Chem. 48 (2005) 2001
9. Larsen R.D., Corley E.G., King A.O., Carrol J.D., Davis P., Verhoeven T.R., Reider P.J., Labelle M., Gauthier J.Y., Xiang Y.B., and Zamboni R. J. Org. Chem. 61 (1996) 3398
10. Sadana A.K., Mirzab Y., Anejab K.R., and Prakash O. Eur. J. Med. Chem. 38 (2003) 533
11. Muruganantham N., Sivakumar R., Anbalagan N., Gunasekaran V., and Leonard J.T. Biol. & Pharm. Bull. 27 (2004) 1683
12. Andries K., Verhasselt P., Guillemont J., Gbhlmann H.W.H., Neefs J.-M., Winkler H., Van Gestel J., Timmerman P., Zhu M., Lee E., Williams P., de Chaffoy D., Huitric E., Hoffner S., Cambau E., Truffot-Pernot C., Lounis N., and Jarlier V. Science 307 (2005) 223
13. Liu D., Wikström H.V., Dijkstra D., de Vries J.B., and Venhuis B.J. J. Med. Chem. 49 (2006) 1494
14. nd (1998), Elsevier, Amsterdam 129-161
15. Comins D.L., and O'Connor S. Prog. Het. Chem. 9 (1997) 222
16. Palacios F., Aparicio D., Rubiales G., Ochoa de Retana A.M., and Martinez de Marigorta E. In: Attanasi O.A., and Spinelli D. (Eds). Targets in Heterocyclic Systems (1997), Italian Society of Chemistry, Rome 187-223
17. Skraup Z.H. Monasch. Chem. 1 (1880) 316
18. Doebner O., and von Miller W. Ber. 14 (1881) 2812
19. Friedländer P. Ber. 15 (1882) 2572
20. Pfitzinger W. J. Prakt. Chem. 33 (1886) 100
21. Conrad M., and Limbach L. Ber. 20 (1887) 944
22. Combes A. Bull. Soc. Chim. Fr. 49 (1988) 89
23. For a review see:. Kouznetsov V.V., Vargas Méndez L.Y., and Meléndez Gómez C.M. Curr. Org. Chem. 9 (2005) 141
24. Some recent contributions to the synthesis of quinolines:. Hessian K.O., and Flynn B.L. Org. Lett. 8 (2006) 243
25. Wang G.W., Jia C.-S., and Dong Y.-W. Tetrahedron Lett. 47 (2006) 1059
26. Chelucci G., Manca I., and Pinna G.A. Tetrahedron Lett. 46 (2005) 767
27. Banwell M.G., Lupton D.W., Ma X., Renner J., and Sydnes M.O. Org. Lett. 6 (2004) 2741
28. Motokura K., Mizugaki T., Ebitani K., and Kaneda K. Tetrahedron Lett. 45 (2004) 6029
29. Ishikawa T., Manabe S., Aikawa T., Kudo T., and Saito S. Org. Lett. 6 (2004) 2361
30. Palacios F., Ochoa de Retana A.M., and Alonso J.M. J. Org. Chem. 70 (2005) 8895
31. Palacios F., Ochoa de Retana A.M., Gil J.I., and Alonso J.M. Tetrahedron. 60 (2004) 8937
32. Palacios F., Aparicio D., Lopez Y., and De los Santos J.M. Heterocycles 67 (2006) 815
33. Palacios F., Ochoa de Retana A.M., Gil J.I., and Alonso J.M. Tetrahedron: Asymmetry 13 (2002) 2541
34. In press. Palacios F., Vieario J., and Aparicio D. J. Org. Chem. 71 (2006)
35. Cossio F.P., Alonso C., Lecea B., Ayerbe M., Rubiales G., and Palacios F. J. Org. Chem. 71 (2006) 2839
36. Palacios F., Herran E., and Rubiales G. J. Org. Chem. 64 (1999) 6239
37. Marvell E.N. Thermal Electrocyclic Reactions (1980), Academic Press, New York
38. Palacios F., Vicario J., and Aparicio D. Eur. J. Org. Chem. (2006) 2843