Hemilabile-coordinated copper promoted aminatjon of aryl halides with ammonia in aqueous ethylene glycol under atmosphere pressure

Applied Organometallic Chemistry

Volumn 23, Issue 4, 2009, Pages 150-153

  Gyo, Zhemnu ^a   Goo, Jiayi ^a   Song, Ying ^a   Wang, Limin ^a   Zou, Gang ^a  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

Animation; Aryl halides; Atmosphere pressure; Copper; Water

Indexed keywords

ARYL HALIDES; ARYL IODIDES; ATMOSPHERE PRESSURE; CHELATING EFFECTS; CHELATING LIGANDS; COPPER METALS; DIRECT AMINATION; GOOD YIELDS; IN-SITU; MEDIATED REACTIONS; PRIMARY AROMATIC AMINES; SUPPRESSION EFFECTS;

AMINATION; AMINES; AMMONIA; ANIMATION; BROMINE COMPOUNDS; CHELATION; COORDINATION REACTIONS; ETHYLENE; ETHYLENE GLYCOL; PRESSURE EFFECTS;

COPPER;

EID: 63849136012     PISSN: 02682605     EISSN: 10990739     Source Type: Journal    
DOI: 10.1002/aoc.1485     Document Type: Article

References (31)

1. S. V. Ley, A. W. Thomas, Angew. Chem. Int. Ed. 2003,42,5400.
2. K. Kunz, U. Scholz, D. Ganzer, Synlett 2003,2428.
3. I. P. Beletskaya, A. V. Cheprakov, Coord. Chem. Rev. 2004,248,2337.
4. M.Kienle, S. R. Dubbaka, K. Brade, P. Knochel, Eur. J. Org. Chem. 2007,4166.
5. A. Klapars, J. C. Antilla, X. Huang, S. L Buchwald, J. Am. Chem. Soc. 2001,123,7727.
6. J. C. Antilla, J. M. Baskin, T. E. Barder, S. L Buchwald, J. Org. Chem. 2004,69, 5578.
7. F. Y. Kwong, S. L Buchwald, Org. Lett. 2003,5, 793.
8. R. K.Gujadhur,C.G. Bates,D.Venkataraman,Org. Lett. 2001,3,4315.
9. R. A. Altman, S. L. Buchwald, Org. Lett. 2006,8, 2779.
10. D. Ma, Q. Cai, H. Zhang, Org. Lett. 2003,5,2453.
11. H. Zhang, Q. Cai, D. Ma, J. Org. Chem. 2005,70,5164.
12. Z. Lu, R. J. Twieg, S. D. Huang, Tetrahedron Lett. 2003,44, 6289.
13. Z. Lu, R. J. Twieg, Tetrahedron 2005, 61, 903.
14. A. Shafir, S.L Buchwald, J. Am. Chem. Soc. 2006, 128,8742.
15. Z. Rappoport, The Chemistry of Anilines, Wiley: Chichester, 2007.
16. S.A.Lawrence, Amines: Synthesis, Properties and Application, Cambridge University Press: Cambridge, 2004.
17. J.P.Wolfe, J. Åhman, J. P. Sadighi, R. A. Singer, S. L. Buchwald, Tetrahedron Lett. 1997,38,6367.
18. S. Jaime-Figueroa, Y. Liu, J. M. Muchowski, D.G.Putman, Tetrahedron Lett. 1998, 39,1313.
19. G. Mann, J. F. Hartwig, M. S. Driver, C. Fernandez-Rivas,J. Am. Chem. Soc. 1998, 120,827.
20. G. A. Grasa, M. S. Viciu, J. Huang, S. P. Nolan, J. Org. Chem. 2001, 66, 7729.
21. X. Huang, S. L. Buchwald, Org. Lett. 2001,3, 3417.
22. S. Lee, M. Jorgensen, J. F. Hartwig, Org. Lett. 2001,3, 2729.
23. J. Barluenga, F. Aznar,C. Valdés, Angew. Chem., Int. Ed. 2004,43,343.
24. D. Y. Lee, J. F. Hartwig, Org. Lett. 2005, 7, 1169.
25. M. C. Willis, Angew. Chem., Int. Ed 2007,46,3402.
26. D.S.Surry, S.L. Buchwald, J. Am. Chem. Soc. 2007, 129,10354.
27. Q. Shen, J. F. Hartwig, J.Tim. Chem. Soc. 2006,128, 10028.
28. F. Lang, D. Zewge, I. N. Houpis, R. P. Volante, Tetrahedron Lett. 2001, 42,3251.
29. F. Y. Kwong, A. Klapars, S. L. Buchwald, Org. Lett. 2002,4,581.
30. For a review on organic reactions accelerated by water see: C. J. Li, T.H.Chan, Comprehensive Organic Reactions in Aqueous Media, Wiley: New York, 2007.
31. A. A. B. Silva, A. L. F. Souza, O. A. C. Antunes, Appl. Organometal. Chem. 2008,22,2.