The catalytic activity of a novel recyclable alkoxypalladium complex in Suzuki reaction

Tetrahedron

Volumn 68, Issue 40, 2012, Pages 8502-8508

  Li, Yabo ^a   Mi, Xia ^a   Huang, Mengmeng ^a   Cai, Ranran ^a   Wu, Yangjie ^a  

^a ZHENGZHOU UNIVERSITY   (China)

Author keywords

Alkoxypalladium complex; Aryl halides; Boronic acid; Recyclable catalyst; Suzuki cross coupling reaction

Indexed keywords

PALLADIUM COMPLEX;

ARTICLE; CATALYSIS; CATALYST; PRIORITY JOURNAL; SUZUKI REACTION; SYNTHESIS;

EID: 84865398807     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2012.07.026     Document Type: Article

References (58)

1. N. Miyaura, and A. Suzuki Chem. Rev. 95 1995 2457 2483
2. A. Suzuki J. Organomet. Chem. 576 1999 147 168
3. J.P. Wolfe, R.A. Singer, B.H. Yang, and S.L. Buchwald J. Am. Chem. Soc. 121 1999 9550 9561
4. J. Hassan, M. Sevignon, C. Gozzi, E. Schulz, and M. Lemaire Chem. Rev. 102 2002 1359 1470
5. J.P. Corbet, and G. Mignani Chem. Rev. 106 2006 2651 2710
6. N.T.S. Phan, M. Van Der Sluys, and C.W. Jones Adv. Synth. Catal. 348 2006 609 679
7. L. Yin, and J. Liebscher Chem. Rev. 107 2007 133 173
8. G.A. Molander, and N. Ellis Acc. Chem. Res. 40 2007 275 286
9. R. Martin, and S.L. Buchwald Acc. Chem. Res. 41 2008 1461 1473
10. F. Alonso, I.P. Beletskaya, and M. Yus Tetrahedron 64 2008 3047 3101
11. A. Markham, and K.L. Goa Drugs 54 1997 299 311
12. A. Gangjee, R. Devraj, and S.F. Queener J. Med. Chem. 40 1997 470 478
13. K.L. McPhail, D.E.A. Rivett, D.E. Lack, and M.T. Davies-Coleman Tetrahedron 56 2000 9391 9396
14. H. Tomori, J.M. Fox, and S.L. Buchwald J. Org. Chem. 65 2000 5334 5341
15. R. Capdeville, E. Buchdunger, J. Zimmermann, and A. Matter Nat. Rev. Drug Discov. 1 2002 493 502
16. A. Rosowsky, H. Chen, H. Fu, and S.F. Queener Bioorg. Med. Chem. 11 2003 59 67
17. Y.Q. Long, X.H. Jiang, R. Dayam, T. Sachez, R. Shoemaker, S. Sei, and N. Neamati J. Med. Chem. 47 2004 2561 2573
18. M. Kertesz, C.H. Choi, and S. Yang Chem. Rev. 105 2005 3448 3481
19. S. Lightowler, and M. Hird Chem. Mater. 17 2005 5538 5549
20. M. Trilla, R. Pleixats, M.W.C. Man, C. Bied, and J.J.E. Moreau Adv. Synth. Catal. 350 2008 577 590
21. C. Desmarets, R. Omar-Amrani, A. Walcarius, J. Lambert, B. Champagne, Y. Fort, and R. Schneider Tetrahedron 64 2008 372 381
22. Y.J. Wu, L.R. Yang, J.L. Zhang, M. Wang, L. Zhao, M.P. Song, and J.F. Gong Arkivoc ix 2004 111 121
23. I.D. Kostas, F.J. Andreadaki, D. Kovala-Demertzi, C. Prentjas, and M.A. Demertzis Tetrahedron Lett. 46 2005 1967 1970
24. J.L. Zhang, L. Zhao, M.P. Song, T.C.W. Mak, and Y.J. Wu J. Organomet. Chem. 691 2006 1301 1306
25. J. Ma, X.L. Cui, B. Zhang, M.P. Song, and Y.J. Wu Tetrahedron 63 2007 5529 5538
26. C. Zhang, J. Huang, M.L. Trudell, and S.P. Nolan J. Org. Chem. 64 1999 3804 3805
27. C.W.K. Gstottmayr, V.P.W. Bohm, E. Herdtweck, M. Grosche, and W. Herrmann Angew. Chem., Int. Ed. 41 2002 1363 1365
28. O. Navarro, R.A. Kelly III, and S.P. Nolan J. Am. Chem. Soc. 125 2003 16194 16195
29. H. Weissman, and D. Milstein Chem. Commun. 1999 1901 1902
30. R.B. Bedford, and C.S.J. Cazin Chem. Commun. 2001 1540 1541
31. K.M. Wu, C.A. Huang, K.F. Peng, and C.T. Chen Tetrahedron 61 2005 9679 9687
32. Y.C. Lai, H.Y. Chen, W.C. Hung, C.C. Lin, and F.E. Hong Tetrahedron 61 2005 9484 9489
33. G.A. Grasa, A.C. Hillier, and S.P. Nolan Org. Lett. 3 2001 1077 1080
34. B. Tao, and D.W. Boykin Tetrahedron Lett. 44 2003 7993 7996
35. J.H. Li, and W.J. Liu Org. Lett. 6 2004 2809 2811
36. J.H. Li, W.J. Liu, and Y.X. Xie J. Org. Chem. 70 2005 5409 5412
37. J.H. Li, Y. Liang, D.P. Wang, W.J. Liu, Y.X. Xie, and D.L. Yin J. Org. Chem. 70 2005 2832 2834
38. L. Zhang, and Y.C. Cui Acta Chim. Sinica 63 2005 924 928
39. Y.F. Yang, C.X. Zeng, M.F. Luo, Q.L. Li, and C.B. Huang Acta Chim. Sinica 63 2005 1469 1473
40. H. Yi, J.B. Liu, Q. Li, and J. Tang Chin. Chem. Lett. 16 2005 1173 1176
41. Y.C. Cui, X.W. Zhao, J.W. Zhang, L. Zhang, and X.M. Liu Acta Chim. Sinica 64 2006 42 46
42. Y.X. Xie, J.H. Li, and D.L. Yin Chin. J. Org. Chem. 26 2006 1155 1163
43. Y.F. Yang, M. Zhuang, C.X. Zeng, C.B. Huang, and M.F. Luo Chin. J. Chem. 24 2006 1309 1314
44. A. Mukherjee, and A. Sarkar Tetrahedron Lett. 46 2005 15 18
45. V. Farina Adv. Synth. Catal. 346 2004 1553 1582
46. S. Gülcemal,. Kani, F. Ylmaz, and B. etinkaya Tetrahedron 66 2010 5602 5606
47. B. Koning, J. Buter, R. Hulst, R. Stroetinga, and R.M. Kellogg Eur. J. Org. Chem. 15 2000 2735 2743
48. S.V. Ley, C. Ramarao, R.S. Gordon, A.B. Holmes, A.J. Morrison, I.F. McConvey, I.M. Shirley, S.C. Smith, and M.D. Smith Chem. Commun. 2002 1134 1135
49. Y. Uozumi, and Y. Nakai Org. Lett. 4 2002 2997 3000
50. N.T.S. Phan, D.H. Browna, and P. Styring Tetrahedron Lett. 45 2004 7915 7919
51. P.D. Stevens, G.F. Li, J.D. Fan, M. Yen, and Y. Gao Chem. Commun. 2005 4435 4437
52. D.W. Old, J.P. Wolfe, and S.L. Buchwald J. Am. Chem. Soc. 120 1998 9722 9723
53. W. Han, C. Liu, and Z.L. Jin Org. Lett. 9 2007 4005 4007
54. T. Tu, X.K. Feng, Z.X. Wang, and X.Y. Liu Dalton Trans. 39 2010 10598 10600
55. L. Ackermann, H.K. Potukuchi, A. Althammer, R. Born, and P. Mayer Org. Lett. 12 2010 1004 1007
56. T.H. Chuang, Y.C. Chen, and S. Pola J. Org. Chem. 75 2010 6625 6630
57. O. Grossman, and D. Gelman Org. Lett. 8 2006 1189 1191
58. W.L. Kasper, and M. Morten Eur. J. Org. Chem. 2008 5244 5253