Facile synthesis of substituted alkynes by nano-palladium catalyzed oxidative cross-coupling reaction of arylboronic acids with terminal alkynes

Journal of Organometallic Chemistry

Volumn 696, Issue 8, 2011, Pages 1570-1573

  Nie, Xiaopeng ^a   Liu, Suli ^a   Zong, Yan ^a   Sun, Peipei ^a   Bao, Jianchun ^a  

^a NANJING NORMAL UNIVERSITY   (China)

Author keywords

Arylalkynes; Catalysis; Oxidative cross coupling; Porous palladium nanospheres

Indexed keywords

ARYLALKYNES; ARYLBORONIC ACIDS; CESIUM CARBONATES; CROSS COUPLING REACTIONS; CROSS-COUPLINGS; FACILE SYNTHESIS; HIGH EFFICIENCY; HIGH SELECTIVITY; METAL NANOPARTICLES; POROUS PALLADIUM NANOSPHERES; TERMINAL ALKYNE; TRIPHENYL PHOSPHINES;

ACETYLENE; CATALYSIS; CATALYST SELECTIVITY; CESIUM; NANOSPHERES; ORGANIC POLYMERS; REUSABILITY; SILVER OXIDES; SYNTHESIS (CHEMICAL); TRANSITION METALS;

PALLADIUM;

EID: 79953670553     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2010.12.038     Document Type: Article

References (29)

1. L. Brandsma Synthesis of Acetylenes, Allenes and Cumulenes: Methods and Techniques 2004 Elsevier Oxford pp. 293
2. K. Sonogashira F. Diederich, A. de Meijera, Metal-Catalyzed Cross-Coupling Reactions vol. 1 2004 Wiley-VCH Weinheim 319
3. R.R. Tykwinski Angew. Chem. Int. Ed. 42 2003 1566
4. E. Negishi, and L. Anastasia Chem. Rev. 103 2003 1979
5. B.R. Díaz-Sanchez, M.A. Iglesias-Arteaga, R. Melgar-Fernandez, and E. Juaristi J. Org. Chem. 72 2007 4822
6. H. Sasabe, N. Inomoto, N. Kihara, Y. Suzuki, A. Ogawa, and T. Takata J. Polym. Sci. A Polym. Chem. 45 2007 4154
7. L. Cassar J. Organomet. Chem. 93 1975 253
8. H.A. Diek, and F.R. Heck J. Organomet. Chem. 93 1975 259
9. K. Sonogashira, Y. Tohda, and N. Hagihara Tetrahedron Lett. 16 1975 4467
10. K. Sonogashira, T. Yatake, Y. Tohda, S. Takahashi, and N. Hagihara J. Chem. Soc. Chem. Commun. 1977 291
11. K. Sonogashira P.J. Stang, F. Diederich, Metal-Catalyzed Cross-Coupling Reactions 1998 Wiley-VCH Weinheim 203
12. K. Sonogashira B.M. Trost, I. Fleming, Comprehensive Organic Synthesis vol. 3 1991 Pergamon Press New York 521
13. R. Chinchilla, and C. Nájera Chem. Rev. 107 2007 874
14. H. Doucet, and J.C. Hierso Angew. Chem. Int. Ed. 46 2007 834
15. C. Savarin, J. Srogl, and L.S. Liebeskind Org. Lett. 3 2001 91
16. G. Zou, J. Zhu, and J. Tang Tetrahedron Lett. 44 2003 8709
17. F. Yang, and Y.J. Wu Eur. J. Org. Chem. 21 2007 3476
18. C.D. Pan, F. Luo, W.H. Wang, Z.S. Ye, and J. Cheng Tetrahedron Lett. 50 2009 5044
19. H.H. Rao, H. Fu, Y.Y. Jiang, and Y.F. Zhao Adv. Synth. Catal. 352 2010 458
20. M.B. Zhou, W.T. Wei, Y.X. Xie, Y. Lei, and J.H. Li J. Org. Chem. 75 2010 5635
21. M. Moreno-Manas, and R. Pleixats Acc. Chem. Res. 36 2003 638
22. D. Astruc, F. Lu, and J.R. Aranzaes Angew. Chem. Int. Ed. 44 2005 7852
23. M.B. Thathagar, J.E. ten Elshof, and G. Rothenberg Angew. Chem. Int. Ed. 45 2006 2886
24. R. Ferrando, J. Jellinek, and R.L. Johnston Chem. Rev. 108 2008 845
25. L.D. Pachon, and G. Rothenberg Appl. Organomet. Chem. 22 2008 288
26. Y.G. Li, P. Zhou, Z.H. Dai, Z.X. Hu, P.P. Sun, and J.C. Bao New J. Chem. 30 2006 832
27. P. Zhou, Y.G. Li, P.P. Sun, J.H. Zhou, and J.C. Bao Chem. Commun. 1418 2007
28. L.Z. Feng, F.X. Liu, P.P. Sun, and J.C. Bao Synlett 1415 2008
29. L.Z. Feng, Z.Y. Gan, X.P. Nie, P.P. Sun, and J.C. Bao Catal. Commun. 11 2010 555