CuI-catalyzed amination of arylhalides with guanidines or amidines: A facile synthesis of 1-H-2-substituted benzimidazoles
X Deng, H McAllister, NS Mani
Index: Deng, Xiaohu; McAllister, Heather; Mani, Neelakandha S. Journal of Organic Chemistry, 2009 , vol. 74, # 15 p. 5742 - 5745
Full Text: HTML
Citation Number: 77
Abstract
CuI/L5 (N, N′-dimethylethylenediamine) proves to be an efficient catalyst system for the amination of arylhalides with guanidines. The same catalyst system is then successfully applied to the one-step synthesis of 1-H-2-amino-benzimidazoles through tandem aminations of 1, 2-dihaloarenes in modest yields. This methodology is also applicable for the preparation of 1-H or 1-substutituted 2-aryl-or 2-alkyl-benzimidazoles.
Related Articles:
[Bahrami, Kiumars; Khodaei, Mohammad M.; Nejati, Akbar Green Chemistry, 2010 , vol. 12, # 7 p. 1237 - 1241]
[Bhor, Malhari D.; Bhanage, Bhalchandra M. Synthetic Communications, 2010 , vol. 40, # 12 p. 1743 - 1749]
[Ramsden, Christopher A.; Rose, Helen L. Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 16 p. 2319 - 2327]
[Chen, Chunxia; Chen, Chen; Li, Bin; Tao, Jingwei; Peng, Jinsong Molecules, 2012 , vol. 17, # 11 p. 12506 - 12520]
[Tandon, Vishnu K.; Kumar, Manoj Tetrahedron Letters, 2004 , vol. 45, # 21 p. 4185 - 4187]