A Highly Efficient and Eco-Friendly Synthesis of Disubstituted Imidazoles in Ionic Liquid from <i>Gem</i>-Dibromo Vinylarenes and Amidines
Puneet Gupta, Maged A. Azzam, Mohammad Saquib, Mohd Kamil Hussain
Abstract
A rapid and versatile, transition metal free, green methodology for the synthesis of 2,5-disubstituted-1H-imidazoles, using gem-dibromo vinylarenes and amidines is described. The disclosed strategy utilizes a combination of the easily available and nontoxic, naturally occurring mild base, NaHCO3 and the ionic liquid, 1-butyl-3-methyl imidazolium tetrafluoroborate [bmim][BF4], for promoting the successive aminations through intermolecular C(sp2)-N and intramolecular C(sp2)-N bonds formation to furnish diverse disubstituted imidazole derivatives.
Topics & Concepts
ChemistryIonic liquidTetrafluoroborateImidazoleIntramolecular forceIntermolecular forceEnvironmentally friendlyTransition metalCombinatorial chemistryAmidineOrganic chemistryBase (topology)MoleculeCatalysisMathematicsMathematical analysisBiologyEcologyCatalytic Cross-Coupling ReactionsN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic C–H Functionalization Methods