Copper-Catalyzed Intramolecular C−N Bond Formation: A Straightforward Synthesis of Benzimidazole Derivatives in Water
The Journal of Organic Chemistry2010Vol. 76(2), pp. 716–719
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Jinsong Peng, Min Ye, Cuijuan Zong, Fangyun Hu, Lingtong Feng, Xiao-Yan Wang, Yufeng Wang, Chunxia Chen
Abstract
A straightforward, efficient, and more sustainable copper-catalyzed method has been developed for intramolecular N-arylation providing the benzimidazole ring system. With Cu(2)O (5 mol %) as the catalyst, DMEDA (10 mol %) as the ligand, and K(2)CO(3) as the base, this protocol was applied to synthesize a small library of benzimidazoles in high yields. Remarkably, the reaction was exclusively carried out in water, rendering the methodology highly valuable from both environmental and economical points of view.
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