Enyne synthesis through a modified Sonogashira cross-coupling reaction catalyzed by cyclopalladated complexes

Tetrahedron

Volumn 68, Issue 1, 2012, Pages 376-381

  Huang, Mengmeng ^a   Feng, Yujian ^a   Wu, Yangjie ^a  

^a ZHENGZHOU UNIVERSITY   (China)

Author keywords

(E) Bromostyrene; CuBr; Cyclopallated ferrocenyl complexes; Sonogashira reaction; Terminal alkyne

Indexed keywords

ALKYNE; STYRENE DERIVATIVE;

ARTICLE; CATALYSIS; ENZYME SUBSTRATE; ISOMER; PRIORITY JOURNAL; SONOGASHIRA REACTION;

EID: 82255164730     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2011.09.110     Document Type: Article

References (37)

1. Y. Wakatsuki J. Organomet. Chem. 689 2004 4092 4109
2. D.A. Evans, and J.D. Burch Org. Lett. 3 2001 503 505
3. Y. Wang, J.J. Xu, and D.J. Burton J. Org. Chem. 71 2006 7780 7784
4. T. Hundertmark, A.F. Littke, S.L. Buchwald, and G.C. Fu Org. Lett. 2 2000 1729 1731
5. M. Beauperin, A. Job, H. Cattey, S. Royer, P. Meunier, and J.-C. Hierso Organometallics 29 2010 2815 2822
6. Z. Gu, Z.Z. Li, Z.C. Liu, Y. Wang, C.B. Liu, and J.N. Xiang Catal. Commun. 9 2008 2154 2157
7. T. Fukuyama, M. Shinmen, S. Nishitani, M. Sato, and I. Ryu Org. Lett. 4 2002 1691 1694
8. O. Vechorkin, D. Barmaz, V. Proust, and X. Hu J. Am. Chem. Soc. 131 2009 12078 12079
9. K. Okuro, M. Furuune, M. Enna, M. Miura, and M. Nomura J. Org. Chem. 58 1993 4716 4721
10. S.M. Guo, C.L. Deng, and J.H. Li Chin. Chem. Lett. 18 2007 13 16
11. T. Lauterbach, M. Livendahl, A. Rosellon, P. Espinet, and A.M. Echavarren Org. Lett. 12 2010 3006 3009
12. D.N. Sawant, P.J. Tambade, Y.S. Wagh, and B.M. Bhanage Tetrahedron Lett. 51 2010 2758 2761
13. E. Negishi, J. Shi, and X.Z. Zeng Tetrahedron 61 2005 9886 9895
14. P. Chellan, S. Nasser, L. Vivas, K. Chibale, and G.S. Smith J. Organomet. Chem. 695 2010 2225 2232
15. V.A. Kozlov, D.V. Aleksanyan, Y.V. Nelyubina, K.A. Lyssenko, E.I. Gutsul, L.N. Puntus, A.A. Vasil'ev, P.V. Petrovskii, and I.L. Odinets Organometallics 27 2008 4062 4070
16. A.C. Moro, A.E. Mauro, A.V.G. Netto, S.R. Ananias, M.B. Quilles, I.Z. Carlos, F.R. Pavan, C.Q.F. Leite, and M. Horner Eur. J. Med. Chem. 44 2009 4611 4615
17. Y.J. Wu, J.J. Hou, H.Y. Yun, X.L. Cui, and R.J. Yuan J. Organomet. Chem. 637-639 2001 793 795
18. Y.J. Wu, L.R. Yang, J.L. Zhang, M. Wang, L. Zhao, M.P. Song, J.F. Gong, L.R. Yang, and J.L. Zhang Archive Org. Chem. 9 2004 111 121
19. J.F. Gong, G.Y. Liu, Y. Zhu, C.X. Du, M.P. Song, and Y.J. Wu Chem. J. Chinese U. 27 2006 1266 1271
20. J.L. Zhang, Y.J. Wu, J.Y. Li, C.X. Du, J.M. Zheng, S.W. Mai, and M.P. Song Chem. J. Chinese U. 28 2007 2311 2315
21. G.R. Ren, X.L. Cui, E.B. Yang, F. Yang, and Y.J. Wu Tetrahedron 66 2010 4022 4028
22. H. Li, Y.J. Wu, and W.B. Yan J. Organomet. Chem. 691 2006 5688 5696
23. J.L. Zhang, F. Yang, G.R. Ren, T.C.W. Mak, M.P. Song, and Y.J. Wu Ultrason. Sonochem. 15 2008 115 118
24. F. Yang, and Y.J. Wu Eur. J. Org. Chem. 2007 3476 3479
25. J.Y. Li, M.J. Cui, A.J. Yu, and Y.J. Wu J. Organomet. Chem. 692 2007 3732 3742
26. A.J. Yu, Y.J. Wu, B.L. Cheng, K. Wei, and J.Y. Li Adv. Synth. Catal. 351 2009 767 771
27. X.-F. Duan, and Z.-B. Zhang Chin. J. Org. Chem. 26 2006 573 578
28. Z. Novak, P. Nemes, and A. Kotschy Org. Lett. 6 2004 4917 4920
29. S.H. Kim, H.X. Wei, S. Willis, and G.G. Li Synth. Commun. 29 1999 4179 4185
30. S.C. Shim, M.C. Suh, and D.S. Kim J. Polym. Sci., Part A: Polym. Chem. 34 1996 3131 3139
31. R.D. Bhaskar, B.N. Chandrasekhar, V. Padmavathi, and A. Padmaja Tetrahedron 53 1997 17351 17360
32. Y.Y. Liu, J.G. Yang, and W.L. Bao Eur. J. Org. Chem. 2009 5317 5320
33. F.W. Harris, A. Pamidimukkala, R. Gupta, S. Das, T. Wu, and G. Mock J. Marcoml. Sci., Chem. A21 1984 1117 1135
34. J. Hofmann, G. Zimmermann, and K.-H. Homann Liebigs Ann. 1995 841 848
35. T. Hatakeyama, Y. Yoshimoto, T. Gabriel, and M. Nakamura Org. Lett. 10 2008 5341 5344
36. J.H. Li, J.L. Li, D.P. Wang, S.F. Pi, Y.X. Xie, M.B. Zhang, and X.C. Hu J. Org. Chem. 72 2007 2053 2057
37. M. Sonoda, K. Itahashi, and Y. Tobe Tetrahedron Lett. 43 2002 5269 5272