A ligand-free and base-free copper catalyzed reaction: Arylation of ammonia and primary amines as their acetate salts

Tetrahedron Letters

Volumn 53, Issue 39, 2012, Pages 5219-5222

  Siddegowda, Maravanahalli S ^a   Yathirajan, Hemmige S ^b   Ramakrishna, Ramesha A ^a  

^a R L Fine Chem   (India)

^b UNIVERSITY OF MYSORE   (India)

Author keywords

Amines; Ammonium acetate; Arylation; Copper; Primary amines

Indexed keywords

ACETIC ACID DERIVATIVE; AMINE; AMMONIA; BASE; CARBOXYLIC ACID; COPPER; LIGAND;

ARTICLE; ARYLATION; CATALYSIS;

EID: 84865504532     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2012.07.048     Document Type: Article

References (37)

1. Wooster, C.B. Ammonolysis. In Kirk-othmer Encyclopedia of Chemical Technology, 2nd ed, Wiley New York, 1963, Vol 2, 332-373.
2. F. Ullmann Ber. Dtsch. Chem. Ges 36 1903 2382 2384
3. Zoi Rapport Patai's Chemistry of Functional Groups: Anilines 2007 John Willey 1-81
4. F. Ullmann, and K. Illgen Ber. Datsch. Chem. Ges. 47 1914 380 383
5. K. Weissermel, and H.J. Arpe Industrial Organic Chemistry 1997 Weily-VCH Weinheim
6. D.M. Roundhill Chem. Rev. 92 1992 1
7. J.R. Jennings, Catalytic Ammonia Synthesis 1991 Plenum Press New York
8. Craig, P. N. in: Comprehensive Medicinal Chemistry, Edited by Drayton, C. J., 1991, Vol 8.
9. M. Negwer Organic Chemical drugs and their Synonyms: An international Survey 7th Ed 1994 Akademic Verlog, GmbH, Berlin
10. J.F. Hartwig Acc. Chem. Res. 41 2008 1534
11. D.S. Surry, and S.L. Buchwald Angew. Chem., Int. Ed. 120 2008 6438
12. S.L. Buchwald, C. Mauger, G. Mignani, and U. Scholz Adv.synth. Catal 348 2006 23
13. A.R. Muci, and S.L. Buchwald Top. Curr. Chem. 219 2002 131
14. J.F. Hartwig D. Astrue, Modern Arene Chemistry 2002 Wiley-VCH Weinheim 107 Cu
15. F. Monnier, and M. Taillefer Angew. Chem., Int. Ed. 121 2009 7088 Angew. Chem., Int. Ed. 2009, 48, 6954
16. G.D. Vo, and J.F. Hartwig J. Am. Chem. Soc. 131 31 2009 11049
17. Q. Shen, and J.F. Hartwing J. Am. Chem. Soc. 128 31 2006 10028
18. N. Xia, and M. Taillefer Angew. Chem., Int. Ed. 48 2009 337 339
19. R.J. Lundgren, B.D. Peters, P.G. Alsabeh, and M. Stradiotto Angew. Chem., Int. Ed. 49 2010 1 5
20. F. Meng, X. Zhu, Y. Li, J. Xie, B. Wang, J. Yao, and Y. Wan Eur. J. Org. Chem. 2010 6149 6152
21. C. Fischer, and B. Koenig Beilstein J. Org. Chem. 7 2011 59 74
22. B. Zou, Q. Yuon, and D. Ma Org. Lett. 9 21 2007 4291 4294
23. M.V. Nandakumar Tetrahedron Lett. 45 9 2004 1989 1990
24. C. Wolf, S. Liu, X. Mei, A.T. August, and M.D. Casimir J. Org. Chem. 71 8 2006 3270 3273
25. N. Barbero, M. Carril, R. Sanmartin, and E. Dominguer Tetrahedron 64 30 2008 7283 7288
26. R.F. Pellon, A.E. Braun, M.E. Docampo, A. Martin, and A.G. Ravelo Synlett 2005 1606 1608
27. T. Jerphagnon, G.P.M. van Klink, J.G. de Vries, and G. van Koten Org. Lett. 7 23 2005 5241 5244
28. B.P. Fors, K. Dooleweerdt, Q. Zeng, and S.L. Buchward Tetrahedron 65 33 2009 6576 6583
29. C. Xu, J.F. Gong, and Y.J. Wu Tetrahedron Lett. 48 9 2007 1619 1623
30. Z. Lu, and R.J. Twieg Tetrahedron Lett. 46 17 2005 2997 3001
31. F. Meng, X. Zhu, Y. Li, J. Xie, B. Wang, J. Yao, and Y. Wan Eur. J. Org. Chem. 75 18 2010 6149 6152
32. S. Enthaler Chem. Sus. Chem. 3 9 2010 1024 1029
33. C.Z. Tao, J. Li, Y. Fu, L. Liu, and Q.X. Guo Tetrahedron Lett. 49 2008 70 75
34. S. Lee, M. Jorgensen, and J.F. Hartwig Org. Lett. 3 17 2001 2729 2732
35. S. Lee, and J.F. Hartwig Org. Lett. 7 6 2005 1169 1172
36. T. Maejima, Y. Shimoda, K. Nozaki, S. Mori, Y. Sawama, Y. Monguchi, and H. Sajiki Tetrahedron 68 6 2012 1712 1722
37. M.L. Docompo, R.F. Pellon, A.E. Braun, and A.G. Ravelo Eur. J. Org. Chem. 2007 4111 4115