Brønsted Acid-Catalyzed Synthesis of 1,2,5-Trisubstituted Imidazoles via a Multicomponent Reaction of Vinyl Azides with Aromatic Aldehydes and Aromatic Amines
Jiuling Li, Xinyu Jia, Ju Qiu, Min Wang, Juan Chen, Minghui Jing, Yifu Xu, Xinhua Zheng, Hongmei Dai
Abstract
A facile and efficient approach to the synthesis of 1,2,5-trisubstituted imidazoles is developed via a multicomponent reaction under metal-free catalysis. Under Brønsted acid catalysis, the desired products can be obtained from readily available vinyl azides, aromatic aldehydes, and aromatic amines without generating any toxic waste. The convenient operations and high functional group compatibility indicate that this approach offers an attractive alternative method for the synthesis of imidazole derivatives.
Topics & Concepts
ChemistryCatalysisImidazoleBrønsted–Lowry acid–base theoryOrganic chemistryCombinatorial chemistryCompatibility (geochemistry)Reaction conditionsChemical engineeringEngineeringMulticomponent Synthesis of HeterocyclesClick Chemistry and ApplicationsSynthesis and Biological Evaluation