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Aqueous Synthesis of 1-H-2-Substituted Benzimidazoles via Transition-Metal-Free Intramolecular Amination of Aryl Iodides

by 1,2, 1, 1,2,*, 1 and 1,*
1
Department of Chemistry and Chemical Engineering, College of Science, Northeast Forestry University, Harbin 150040, China
2
Post-Doctoral Mobile Research Station of Forestry Engineering, Northeast Forestry University, Harbin 150040, China
*
Authors to whom correspondence should be addressed.
Molecules 2012, 17(11), 12506-12520; https://doi.org/10.3390/molecules171112506
Received: 25 September 2012 / Revised: 17 October 2012 / Accepted: 21 October 2012 / Published: 24 October 2012
(This article belongs to the Section Organic Chemistry)
A straightforward method has been developed for the synthesis of the benzimidazole ring system through a carbon-nitrogen cross-coupling reaction. In the presence of 2.0 equiv. of K2CO3 in water at 100 °C for 30 h, the intramolecular cyclization of N-(2-iodoaryl)benzamidine provides benzimidazole derivatives in moderate to high yields. Remarkably, the procedure occurs exclusively in water and doesn’t require the use of any additional reagent/catalyst, rendering the methodology highly valuable from both environmental and economical points of view. View Full-Text
Keywords: benzimidazoles; aqueous synthesis; N-arylation; transition-metal-free conditions; aryl iodides benzimidazoles; aqueous synthesis; N-arylation; transition-metal-free conditions; aryl iodides
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MDPI and ACS Style

Chen, C.; Chen, C.; Li, B.; Tao, J.; Peng, J. Aqueous Synthesis of 1-H-2-Substituted Benzimidazoles via Transition-Metal-Free Intramolecular Amination of Aryl Iodides. Molecules 2012, 17, 12506-12520. https://doi.org/10.3390/molecules171112506

AMA Style

Chen C, Chen C, Li B, Tao J, Peng J. Aqueous Synthesis of 1-H-2-Substituted Benzimidazoles via Transition-Metal-Free Intramolecular Amination of Aryl Iodides. Molecules. 2012; 17(11):12506-12520. https://doi.org/10.3390/molecules171112506

Chicago/Turabian Style

Chen, Chunxia; Chen, Chen; Li, Bin; Tao, Jingwei; Peng, Jinsong. 2012. "Aqueous Synthesis of 1-H-2-Substituted Benzimidazoles via Transition-Metal-Free Intramolecular Amination of Aryl Iodides" Molecules 17, no. 11: 12506-12520. https://doi.org/10.3390/molecules171112506

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