Simple, efficient copper-free Sonogashira coupling of haloaryl carboxylic acids or unactivated aryl bromides with terminal alkynes

Catalysis Communications

Volumn 9, Issue 13, 2008, Pages 2154-2157

  Gu, Zheng ^a   Li, Zhizhang ^b   Liu, Zhichang ^a   Wang, Ying ^a   Liu, Chengbin ^a   Xiang, Jiannan ^a  

^a Biomedical Engineering Center   (China)

^b HUNAN UNIVERSITY OF SCIENCE AND ENGINEERING   (China)

Author keywords

Alkynes; Catalysis; Coupling; Palladium; Sonogashira

Indexed keywords

ACETYLENE; ACIDS; BROMINE COMPOUNDS; CARBOXYLIC ACIDS; COPPER; HYDROCARBONS; PORT TERMINALS;

ARYL BROMIDES; CATALYTIC COUPLINGS; COPPER-FREE SONOGASHIRA; TERMINAL ALKYNES;

ORGANIC ACIDS;

EID: 46449108436     PISSN: 15667367     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.catcom.2008.03.056     Document Type: Article

References (29)

1. Sonogashira K. In: Trost B.M., Fleming L., and Paquette L.A. (Eds). Comprehensive Organic Syntheses vol. 3 (1990), Pergamon Press, Oxford 545
2. Chinchilla R., and Najera C. Chem. Rev. 107 (2007) 874
3. Dibowski H., and Schmidtchen F.P. Tetrahedron Lett. 39 (1998) 525
4. Anderson K.W., and Buchwald S.L. Angew. Chem., Int. Ed. 44 (2005) 6173
5. Kagechika H., and Shudo K. J. Med. Chem. 48 (2005) 5875
6. Ghilagaber S., Hunter W.N., and Marquez R. Tetrahedron Lett. 48 (2007) 483
7. Li J.H., Liang Y., and Xie Y.X. J. Org. Chem. 70 (2005) 4393
8. Sampson P. J. Am. Chem. Soc. 120 (1998) 11836
9. Yi C., and Hua R. J. Org. Chem. 71 (2006) 2535
10. Posset T., and Blumel J. J. Am. Chem. Soc. 128 (2006) 8394
11. Negishi E., and Anastasia L. Chem. Rev. 103 (2003) 1979
12. Raju S., Kumar P.R., Palimkar S.S., Kumar P.H., Lahoti R.J., and Srinivasan K.V. Tetrahedron 62 (2006) 5109
13. Yi C.Y., and Hua R.M. Catal. Commun. 7 (2006) 377
14. Rollet P., Kleist W., Dufaud V., and Djakovitch L. J. Mol. Catal. A: Chem. 241 (2005) 39
15. Jiang J.Z., and Cai C. J. Colloid Interf. Sci. 307 (2007) 300
16. Genêt J.P., Blart E., and Savignac M. Synlett (1992) 715
17. T.K. Song, M. Teng, R.A. Chandraratna, US 6235923 B1, 2001.
18. Fukuyama T., Shinmen M., Nishitani S., Sato M., and Ryu I. Org. Lett. 4 (2002) 1691
19. Méry D., Heuzé K., and Astruc D. Chem. Commun. (2003) 1934
20. Djakovitch L., and Rollet P. Tetrahedron Lett. 45 (2004) 1367
21. Corona C., Bryant B.K., and Arterburn J.B. Org. Lett. 8 (2006) 1883
22. Kobayashi K., Kobayashi N., Ikuta M., Therrien B., Sakamoto S., and Yamaguchi K. J. Org. Chem. 70 (2005) 749
23. Berube M., and Poirier D. Org. Lett. 6 (2004) 3127
24. Bandini M., Luque R., Budarin V., and Macquarrie D.J. Tetrahedron 61 (2005) 9860
25. Mukkanti K., Annamalai P., and Pal M. Bioorg. Med. Chem. Lett. 16 (2006) 6185
26. Cho C.S. J. Organomet. Chem. 690 (2005) 4094
27. Sonogashira K. J. Organomet. Chem. 653 (2002) 46
28. Leadbeater N.E., and Tominack B.J. Tetrahedron Lett. 44 (2003) 8653
29. King A.O., and Negishi E.I. J. Org. Chem. 43 (1978) 358