Sulfonamide- and hydrazine-based palladium catalysts: Stable and efficient catalysts for C-C coupling reactions in aqueous medium

Journal of Molecular Catalysis A: Chemical

Volumn 269, Issue 1-2, 2007, Pages 218-224

  Ramesh Kumar, N S C ^a   Victor Paul Raj, I ^a   Sudalai, A ^a  

^a NATIONAL CHEMICAL LABORATORY   (India)

Author keywords

Arylation reaction; Heck reaction; Palladium catalyst; Sonogashira reaction; Suzuki coupling reaction

Indexed keywords

CHEMICAL ACTIVATION; COMPLEXATION; HYDRAZINE; PALLADIUM COMPOUNDS; REACTION KINETICS; SYNTHESIS (CHEMICAL);

ARYLATION REACTIONS; HECK REACTIONS; PALLADIUM CATALYSTS; SONOGASHIRA REACTIONS; SUZUKI COUPLING REACTIONS;

CATALYSTS;

EID: 33947715373     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcata.2006.12.023     Document Type: Article

References (63)

1. Heck R.F. Acc. Chem. Res. 12 (1979) 146
2. Crisp G.T. Chem. Soc. Rev. 27 (1998) 427
3. Hagiwara H., Sugawara Y., Isobe K., Hoshi T., and Suzuki T. Org. Lett. 6 (2004) 2325
4. Beletskaya I.P., and Cheprokov A.V. Chem. Rev. 100 (2000) 3009
5. Deshmukh R.R., Rajagopal R., and Srinivasan K.V. Chem. Commun. 33 (2001) 1544
6. Whitcombe N.J., Hii K.K.M., and Gibson S.E. Tetrahedron 57 (2001) 7449
7. Yao Q., Kinney E.P., and Yang Z. J. Org. Chem. 68 (2003) 7528
8. Alonso D.A., Nájera C., and Pacheco M.C. Adv. Synth. Catal. 344 (2002) 172
9. Yao Q., Kinney E.P., and Zheng C. Org. Lett. 6 (2004) 2997
10. Bedford R.B., Cazin C.S.J., and Holder D. Coord. Chem. Rev. 248 (2004) 2283
11. Trzeciak A.M., and Ziółkowski J.J. Coord. Chem. Rev. 249 (2005) 230
12. Miyaura N., and Suzuki A. Chem. Rev. 95 (1995) 2457
13. Stanforth S.P. Tetrahedron 54 (1998) 263
14. Suzuki A. J. Organomet. Chem. 576 (1999) 147
15. Lloyd-Williams P., and Giralt E. Chem. Soc. Rev. 30 (2001) 145
16. Bedford R.B. Chem. Commun. (2003) 1787
17. Nájera C., Gil-Moltó J., Karlström S., and Falvello L.R. Org. Lett. 5 (2003) 1451
18. Leadbeater N.E., and Marco M. J. Org. Chem. 68 (2003) 888
19. Zhu L., Duquette J., and Zhang M. J. Org. Chem. 68 (2003) 3729
20. Deveau A.M., and Macdonald T.L. Tetrahedron Lett. 45 (2004) 803
21. Tao X.C., Zhao Y.Y., and Shen D. Synlett (2004) 359
22. Herrmann W.A., Reisinger C.-P., and Spiegler M. J. Organomet. Chem. 557 (1998) 93
23. McGuinness D.S., and Cavell K.J. Organometallics 19 (2000) 741
24. Bohm V.P.W., and Herrmann W.A. Eur. J. Org. Chem. (2000) 3679
25. Hundertmark T., Littke A.F., Buchwald S.L., and Fu G.C. Org. Lett. 2 (2000) 1729
26. Buchmeiser M.R., Schareina T., Kempe R., and Wurst K. J. Organomet. Chem. 634 (2001) 39
27. Alonso D.A., Najera C., and Pacheco M.C. Tetrahedron Lett. 43 (2002) 9365
28. Kollhofer A., and Plenio H. Chem. Eur. J. 9 (2003) 1416
29. Negishi E.-I., Dian M., Zeng F., Babinski D., and Anastasia L. Org. Lett. 5 (2003) 1597
30. Kollhofer A., Pullmann T., and Plenio H. Angew. Chem. Int. Ed. Engl. 42 (2003) 1056
31. Novak Z., Szabo A., Repasi J., and Kotschy A. J. Org. Chem. 68 (2003) 3327
32. Elangovan A., Wang Y.-H., and Ho T.-I. Org. Lett. 5 (2003) 1841
33. Mori Y., and Seki M. J. Org. Chem. 68 (2003) 1571
34. Bourissou D., Guerret O., Gabbai F.P., and Bertrand G. Chem. Rev. 100 (2000) 39
35. Herrmann W.A. Angew. Chem. Int. Ed. 41 (2002) 1290
36. Selvakumar K., Zapf A., and Beller M. Org. Lett. 4 (2002) 3031
37. Lebel H., Janes M.K., Charette A.B., and Nolan S.P. J. Am. Chem. Soc. 126 (2004) 5046
38. Dai M., Liang B., Wang C., Chen J., and Yang Z. Org. Lett. 6 (2004) 221
39. Yang D., Chen Y.-C., and Zhu N.-Y. Org. Lett. 6 (2004) 1577
40. Xiong Z., Wang N., Dai M., Li A., Chen J., and Yang Z. Org. Lett. 6 (2004) 3337
41. Alonso D.A., Nájera C., and Pacheco M.C. Org. Lett. 2 (2000) 1823
42. Alonso D.A., Nájera C., and Pacheco M.C. J. Org. Chem. 67 (2002) 5588
43. Grasa G.A., Hillier A.C., and Nolan S.P. Org. Lett. 3 (2001) 1077
44. Mata Y., Dieguez M., Pamies O., and Claver C. Org. Lett. 7 (2005) 5597
45. Frey G.D., Schutz J., Herdtweck E., and Herrmann W.A. Organometallics 24 (2005) 4416
46. Moore L.R., and Shaughnessy K.H. Org. Lett. 6 (2004) 225
47. Beller M., Krauter J.G.E., and Zapf A. Angew. Chem. Int. Ed. Engl. 36 (1997) 772
48. Cornils B., and Kuntz E.G. J. Organomet. Chem. 502 (1995) 177
49. Thakur V.V., Ramesh N.S.C., and Sudalai A. Tetrahedron Lett. 45 (2004) 2915
50. Onoue H., Minami K., and Nakagawa K. Bull. Chem. Soc. Jpn. 43 (1970) 3480
51. Yi C., and Hua R. J. Org. Chem. 71 (2006) 2535
52. Gholap A.R., Venkatesan K., Pasricha R., Daniel T., Lahoti R.J., and Srinivasan K.V. J. Org. Chem. 70 (2005) 4869
53. Liang B., Dai M., Chen J., and Yang Z. J. Org. Chem. 70 (2005) 391
54. Urgaonkar S., and Verkade J.G. J. Org. Chem. 69 (2004) 5752
55. Soheili A., Albaneze-Walker J., Murry J.A., Dormer P.G., and Hughes D.L. Org. Lett. 5 (2003) 4191
56. Fukuyama T., Shinmen M., Nishitani S., Sato M., and Ryu I. Org. Lett. 4 (2002) 1691
57. Melpolder J.B., and Heck R.F. J. Org. Chem. 41 (1976) 265
58. Chalk A.J., and Magennis S.A. J. Org. Chem. 41 (1976) 273
59. Jeffery T. J. Chem. Soc. Chem. Commun. (1984) 1287
60. Jeffery T. Tetrahedron Lett. 32 (1991) 2121
61. Calo V., Nacci A., Monopoli A., and Spinelli M. Eur. J. Org. Chem. (2003) 1382
62. Heck R.F. J. Am. Chem. Soc. 90 (1968) 5526
63. Battistuzzi G., Cacchi S., and Fabrizi G. Org. Lett. 5 (2003) 777