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

Molecules

Chunxia Chen¹  Chen Chen¹  Bin Li¹  Jingwei Tao¹ 

[1] Department of Chemistry and Chemical Engineering, College of Science, Northeast Forestry University, Harbin 150040, China

关键词: benzimidazoles;    aqueous synthesis;    N-arylation;    transition-metal-free conditions;    aryl iodides;   

DOI  :  10.3390/molecules171112506

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
© 2012 by the authors; licensee MDPI, Basel, Switzerland.