A Highly Efficient and Eco-Friendly Synthesis of Disubstituted Imidazoles in Ionic Liquid from Gem-Dibromo Vinylarenes and Amidines

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.

Graphical Abstract

Keywords:

• 2,5-diaryl-1H-imidazoles
• gem-dibromo vinylarenes
• amidines
• ionic liquids

Acknowledgments

PKG and MKH acknowledge Feroz Gandhi College Raebareli and Govt. Raza PG College Rampur, respectively, for financial, technical and administrative support.

Disclosure statement

No potential conflict of interest was reported by the authors.