N-Arylation of nitrogen heterocycles with aryl halides and arylboronic acids catalyzed by cellulose supported copper(0)

Journal of Molecular Catalysis A: Chemical

Volumn 252, Issue 1-2, 2006, Pages 136-141

  Reddy, K Rajender ^a   Kumar, Nadakuditi S ^a   Sreedhar, B ^a   Kantam, M Lakshmi ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Aryl halides; Arylboronic acids; C N coupling; Cellulose support; Copper catalyst; Imidazole

Indexed keywords

CATALYSTS; COPPER; MOLECULAR STRUCTURE; ORGANIC COMPOUNDS; REACTION KINETICS;

ARYL HALIDES; ARYLATION; ARYLBORONIC ACIDS; C-N COUPLING; CELLULOSE SUPPORT; COPPER CATALYST; IMIDAZOLE;

NITROGEN COMPOUNDS;

EID: 33646155527     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcata.2006.02.053     Document Type: Article

References (40)

1. Hartwig J.F. Angew. Chem. Int. Ed. Engl. 37 (1998) 2046
2. Negwer W. Organic Drugs and Their Synonyms: An International Survey. seventh ed. (1994), Akademie Verlag GmbH, Berlin
3. Martinez G.R., Walker K.A.M., Herschfield D.R., Bruno J.J., Yang D.S., and Moloney P.J. J. Med. Chem. 35 (1992) 620
4. Lam P.Y.S., Vincent G., Clark C.G., Deudon S., and Jadhav K.J. Tetrahedron Lett. 42 (2001) 3415
5. Lopez-Alvarado P., Avendano C., and Menendez J.C. J. Org. Chem. 61 (1996) 5865
6. Lee H.M., and Nolan S.P. Org. Lett. 2 (2000) 2053
7. Herrman W.A., and Kocher C. Angew. Chem. Int. Ed. 36 (1997) 2161
8. Ullman F. Ber. Dtsch. Chem. Ges. 36 (1903) 2389
9. Goldberg I. Ber. Dtsch. Chem. Ges. 39 (1906) 1691
10. Yang B.H., and Buchwald S.L. J. Organomet. Chem. 576 (1999) 125
11. Wolfe J.P., Wagaw S., Marcoux J.-F., and Buchwald S.L. Acc. Chem. Res. 31 (1998) 805
12. Shakespeare W.C. Tetrahedron Lett. 40 (1999) 2035
13. Kang S.K., Lee S.H., and Lee D. Synlett (2000) 1022
14. Alvarado P.L., Avendano C., and Menendez J.C. J. Org. Chem. 60 (1995) 5678
15. Arnauld T., Barton D.H.R., and Doris E. Tetrahedron 53 (1997) 4137
16. Lam P.Y.S., Clark C.G., Saubern S., Adams J., Averill K.M., Chan D.M.T., and Combs A. Synlett (2000) 674
17. Lam P.Y.S., Deudon S., Averill K.M., Li R., He M.Y., DeShong P., and Clark C.G. J. Am. Chem. Soc. 122 (2000) 7600
18. Lam P.Y.S., Deudon S., Hauptman E., and Clark C.G. Tetrahedron Lett. 42 (2001) 2427
19. Lam P.Y.S., Clark C.G., Saubern S., Adams J., Winters M.P., Chan D.M.T., and Combs A. Tetrahedron Lett. 39 (1998) 2941
20. Chan D.M.T., Monaco K.L., Wang R.P., and Winters M.P. Tetrahedron Lett. 39 (1998) 2933
21. Evans D.A., Katz J.L., and West T.R. Tetrahedron Lett. 39 (1998) 2937
22. Collman J.P., and Zhong M. Org. Lett. 2 (2000) 1233
23. Collman J.P., Zhong M., Zhang C., and Costanzo S. J. Org. Chem. 66 (2001) 7892
24. Antilla J.C., and Buchwald S.L. Org. Lett. 3 (2001) 2077
25. Lam P.Y.S., Vincent G., Bonne D., and Clark C.G. Tetrahedron Lett. 44 (2003) 4927
26. Klapars A., Huang X., and Buchwald S.L. J. Am. Chem. Soc. 124 (2002) 7421
27. Kiyomori A., Marcoux J.F., and Buchwald S.L. Tetrahedron Lett. 40 (1999) 2657
28. Kwong F.Y., and Buchwald S.L. Org. Lett. 5 (2003) 793
29. Ma D., Cai Q., and Zhang H. Org. Lett. 5 (2003) 2453
30. Klemm D., Heublein B., Fink H.P., and Bohn A. Angew. Chem. Int. Ed. 44 (2005) 3358
31. Porcheddu A., Giacomelli G., Chighine A., and Masala S. Org. Lett. 6 (2004) 4925
32. De Luca L., Giacomelli G., Porcheddu A., Salaris M., and Taddei M. J. Comb. Chem. 5 (2003) 465
33. He J., Kunitake T., and Watanabe T. Chem. Commun. (2005) 795
34. Quignard F., and Choplin A. Chem. Commun. (2001) 21
35. Huang K., Hu J., Huang M.-Y., and Jiang Y.-Y. Polym. Adv. Technol. 12 (2001) 711
36. Collman J.P., Zhong M., Zeng L., and Costanzo S. J. Org. Chem. 66 (2001) 1528
37. Choudary B.M., Sridhar Ch., Kantam M.L., Venkanna G.T., and Sreedhar B. J. Am. Chem. Soc. 127 (2005) 9948
38. Son S.U., Park I.K., Park J., and Hyeon T. Chem. Commun. (2004) 778
39. Moulder J.F., Stickle W.F., Sobol P.E., and Bomden K.D. Handbook of X-Ray Photoelectron Spectroscopy (1992), Perkin-Elmer Corp., Minnesota
40. Pachon L.D., van Maarseveen J.H., and Rothenberg G. Adv. Synth. Catal. 347 (2005) 811