A copper- and amine-free Sonogashira coupling reaction promoted by a ferrocene-based phosphinimine-phosphine ligand at low catalyst loading

Tetrahedron Letters

Volumn 45, Issue 22, 2004, Pages 4337-4340

  Arques, Antonio ^a   Auñon, David ^a   Molina, Pedro ^a  

^a UNIVERSITY OF MURCIA   (Spain)

Author keywords

Alkynes; Catalysis; Copper free; Palladium; Sonogashira reaction

Indexed keywords

ACETIC ACID; ALKYNE DERIVATIVE; AMINE; BROMIDE; COPPER; FERROCENE DERIVATIVE; IMINE; IODIDE; PALLADIUM COMPLEX; PHOSPHINE; PHOSPHINIMINE; TETRABUTYLAMMONIUM; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL ANALYSIS; CHEMICAL REACTION; COMPLEX FORMATION; REACTION ANALYSIS; SONOGASHIRA REACTION;

EID: 2442492251     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.03.194     Document Type: Article

References (34)

1. Sonogashira K., Tohda Y., Hagihara N. Tetrahedron Lett. 16:1975;4467-4470
2. Sonogashira K. Stang P.J., Diederich F. Metal-Catalyzed Cross-Coupling Reactions. 1998;203-229 Wiley-VCH, Weinheim
3. Sonogashira K. J. Organomet. Chem. 653:2002;46-49
4. Paterson I., Davies R.D.M., Marquez R. Angew. Chem., Int. Ed. 40:2001;603-607
5. Toyota M., Komori C., Ihara M. J. Org. Chem. 65:2000;7110-7113
6. Yoshimura F., Kawata S., Hirama M. Tetrahedron Lett. 40:1999;8281-8285
7. Miller M.W., Johnson C.R. J. Org. Chem. 62:1997;1582-1583
8. Sakai A., Aoyama T., Shioiri T. Tetrahedron Lett. 40:1999;4211-4214
9. Graham A.E., McKerrecher D., Davies D.H., Taylor R.J.K. Tetrahedron Lett. 37:1996;7445-7448
10. Bunz U.H.F. Chem. Rev. 100:2000;1605-1644
11. Tour J.M. Acc. Chem. Res. 33:2000;791-804
12. Méry D., Heuzé K., Astruc D. Chem. Commun. 2003;1934-1935
13. Alami M., Ferri F., Linstrumelle G. Tetrahedron Lett. 34:1993;6403-6406
14. Pal M., Parasuraman K., Gupta S., Yeleswarapu K.R. Synlett. 2002;1976-1982
15. Fu X., Zhang S., Yin J., Schumacher D.P. Tetrahedron Lett. 43:2002;6673-6676
16. Böhm V.P.W., Herrmann W.A. Eur. J. Org. Chem. 2000;3679-3681
17. Heidenreich R.G., Köhler K., Krauter J.G.E., Pietsch J. Synlett. 2002;1118-1122
18. Fukuyama T., Shinmen M., Nishitani S., Sato M., Ryu I. Org. Lett. 4:2002;1691-1694
19. Mori A., Kawashima J., Shimada T., Suguro M., Hirabayashi K., Nishihara Y. Org. Lett. 2:2000;2935-2937
20. Alonso D.A., Nájera C., Pacheco M.C. Tetrahedron Lett. 43:2002;9365-9368
21. Gelman D., Buchwald S.L. Angew. Chem., Int. Ed. 42:2003;5993-5996
22. Heuzé K., Méry D., Gauss D., Astruc D. Chem. Commun. 2003;2274-2275
23. Djakovitch L., Rollet P. Tetrahedron Lett. 45:2004;1367-1370
24. Jeffrey J.C., Rauchfuss T.B. Inorg. Chem. 18:1979;2658-2666
25. Espinet P., Soulantica K. Coord. Chem. Rev. 193-195:1999;499-556
26. Shirakawa E., Hiyama T. J. Organomet. Chem. 576:1999;169-178
27. Hu X., Dai H., Hu X., Chen H., Wang J., Bai C., Zheng Z. Tetrahedron: Asymmetry. 13:2002;1687-1693
28. Dehnicke K., Krieger M., Massa W. Coord. Chem. Rev. 182:1999;19-65
29. Witt M., Roesky H.W. Chem. Rev. 94:1994;1163-1181
30. Spencer L.P., Altwer R., Wei P., Gelmini L., Gauld J., Stephan D.W. Organometallics. 22:2003;3841-3854
31. Wu H.-R., Liu Y.-H., Peng S.-M., Liu S.-T. Eur. J. Inorg. Chem. 2003;3152-3159
32. Sauthier M., Forniés-Cámer J., Toupet L., Réau R. Organometallics. 19:2000;553-562
33. Molina P., Arques A., García A., Ramírez de Arellano M.C. Tetrahedron Lett. 38:1997;7613-7616
34. Molina P., Arques A., García A., Ramírez de Arellano M.C. Eur. J. Inorg. Chem. 1998;1359-1368