Palladium(II) chloride/EDTA-catalyzed biaryl homo-coupling of aryl halides in aqueous medium in the presence of ascorbic acid

Tetrahedron Letters

Volumn 47, Issue 43, 2006, Pages 7625-7628

  Ram, Ram N ^a   Singh, Virinder ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY DELHI   (India)

Author keywords

Aqueous medium; Aryl halides; Ascorbic acid; Biaryls; EDTA; Palladium chloride; Reductive homo coupling

Indexed keywords

ALCOHOL; ASCORBIC ACID; BROMIDE; EDETIC ACID; HALIDE; PALLADIUM;

AQUEOUS SOLUTION; ARTICLE; CATALYST; ELECTRON;

EID: 33748741984     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.08.056     Document Type: Article

References (44)

1. Pu L. Chem. Rev. 98 (1998) 2405-2494
2. Chelma D.S., and Zyss J. Non Linear Optical Properties of Organic Molecules and Crystals (1987), Academic Press, Orlando
3. Elsenbauer R.L., and Schacklett L.W. In: Skotheim T.A. (Ed). Handbook of Conducting Polymers Vol. 1, Chapter 7 (1986), Marcel Dekker, New York
4. In: Lehn J.M. (Ed). Supramolecular Chemistry. 1st ed. (1995), VCH Verlasgesellschaft, Weinheim, Germany
5. Bringmann G., Gunther C., Ochse M., Schupp O., and Tasler S. In: Herz W., Falk H., Kirby G.W., and Moore R.E. (Eds). Progress in the Chemistry of Organic Natural Products Vol. 82 (2001), Springer, New York 1-293
6. Review:. Bringmann G., Walter R., and Weirich R. Angew. Chem., Int. Ed. Engl. 29 (1990) 977-991
7. Review:. Bellina F., Carpita A., and Rossi R. Synthesis (2004) 2419-2440
8. Baudoin O., Cesario M., Guenard D., and Gueritte F. J. Org. Chem. 67 (2002) 1199-1207
9. Hassan J., Sevignon M., Gozzi C., Schulz E., and Lemaire M. Chem. Rev. 102 (2002) 1359-1469
10. In: de Meijere A., and Diederich F. (Eds). Metal-catalyzed Cross-Coupling Reactions (2004), Wiley-VCH, Weinheim
11. Review:. Handy C.J., Manoso A.S., McElroy W.T., Seganish W.M., and DeShong P. Tetrahedron 61 (2005) 12201-12225
12. Review:. Campeau L.-C., and Fagnou K. Chem. Commun. (2006) 1253-1264
13. Adamo C., Amatore C., Ciofini I., Jutand A., and Lakmini H. J. Am. Chem. Soc. 128 (2006) 6829-6836
14. Review:. Fanta P.E. Synthesis (1974) 9-21
15. Massicot F., Schneider R., Fort Y., Illy-Cherrey S., and Tillement O. Tetrahedron 57 (2001) 531-536
16. Lin G.-q., and Hong R. J. Org. Chem. 66 (2001) 2877-2880
17. Lourak M., Vanderesse R., Fort Y., and Caubere P. J. Org. Chem. 54 (1989) 4840-4844
18. Seganish W.M., Mowery M.E., Riggleman S., and DeShong P. Tetrahedron 61 (2005) 2117-2121
19. Abiraj K., Srinivasa G.R., and Gowda D.C. Tetrahedron Lett. 45 (2004) 2081-2084
20. Mukhopadhyay S., Rothenberg G., Gitis D., and Sasson Y. Org. Lett. 2 (2000) 211-214
21. Mukhopadhyay S., Rothenberg G., Wiener H., and Sasson Y. Tetrahedron 55 (1999) 14763-14768
22. Silveira P.B., Lando V.R., Dupont J., and Monteiro A.L. Tetrahedron Lett. 43 (2002) 2327-2329
23. Park S.B., and Alper H. Tetrahedron Lett. 45 (2004) 5515-5517
24. Kuroboshi M., Waki Y., and Tanaka H. J. Org. Chem. 68 (2003) 3938-3942
25. Alonso D.A., Najera C., and Pacheco M.C. Org. Lett. 2 (2000) 1823-1826
26. Hennings D.D., Iwama T., and Rawel V.H. Org. Lett. 1 (1999) 1205-1208
27. Hassan J., Hathroubi C., Gozzi C., and Lemaire M. Tetrahedron 57 (2001) 7845-7855
28. Mukhopadhyay S., Rothenberg G., Gitis D., Wiener H., and Sasson Y. J. Chem. Soc., Perkin Trans. 2 (1999) 2481-2484
29. Bamfield P., and Quan P.M. Synthesis (1978) 537-538
30. Li C.-J., and Chen L. Chem. Soc. Rev. 35 (2006) 68-82
31. Cravotto G., Beggiato M., Penoni A., Palmisano G., Tollari S., Leveque J.-M., and Bonrath W. Tetrahedron Lett. 46 (2005) 2267-2271
32. Li J.-H., Xie Y.-X., and Yin D.-L. J. Org. Chem. 68 (2003) 9867-9869
33. Venkatraman S., and Li C.-J. Tetrahedron Lett. 41 (2000) 4831-4834
34. Venkatraman S., and Li C.-J. Org. Lett. 1 (1999) 1133-1135
35. Nising C.F., Schmid U.K., Nieger M., and Bräse S. J. Org. Chem. 69 (2004) 6830-6833
36. Korolev D.N., and Bumagin N.A. Tetrahedron Lett. 46 (2005) 5751-5754
37. Song J.H., Kim F., Kim D., and Yang P. Chem.-A Eur. J. 11 (2005) 910-916
38. Viala C., and Coudret C. Inorg. Chim. Acta 359 (2006) 984-989
39. Li Q., and Yam V.W.-W. Chem. Commun. (2006) 1006-1008
40. Songping W., and Shuyuan M. Mater. Chem. Phys. 89 (2005) 423-427
41. Liu Q., Han B., Liu Z., Yang L., Liu Z.-L., and Yu W. Tetrahedron Lett. 47 (2006) 1805-1807
42. Yu Y., Srogl J., and Liebeskind L.S. Org. Lett. 6 (2004) 2631-2634
43. Saeed M., Zahid M., Rogan E., and Cavalieri E. Steroids 70 (2005) 173-178
44. Numazawa M., Kimura K., Ogata M., and Nagaoka M. J. Org. Chem. 50 (1985) 5421-5423