Catalyst-Free One-Pot Four Component Synthesis of Polysubstituted Imidazoles in Neutral Ionic Liquid 1-Butyl-3-methylimidazolium Bromide

Abstract

A catalyst-free one-pot four component methodology for the synthesis of 1,2,4,5-substituted imidazoles under conventional heating and microwave irradiation using 1-butyl-3-methylimidazolium bromide, [Bmim]Br, as a neutral reaction media is described. A broad range of structurally diverse aldehydes (aromatic aldehydes bearing electron withdrawing and/or electron releasing groups as well as heteroaromatic aldehydes) and primary amines (aromatic and aliphatic) were applied successfully, and corresponding products were obtained in good to excellent yields without any byproduct.

Green Synthesis of Tetrazines and their Role as Human Cytomegalovirus (HCMV) Protease Inhibitor

“…Herein no typical equipment/ set-up, expensive protection/ deprotection reagents or steps, purification procedures are required. These methodologies are known as environmentally benign and atom economical processes [2][3][4].…”

Facile and Rapid Synthesis of Polysubstituted Imidazoles by Employing Y(NO3)3×6H2O as Catalyst

“…3,4 Various substituted imidazoles act as inhibitors of p38 MAP kinase, 5 B-Raf kinase, 6 glucagon receptors, 7 plant growth regulators, 8 antitumor 9 and pesticides. 10 There are many methods for the synthesis of polysubstituted imidazoles such as condensation of diones, aldehydes, primary amines and ammonia in the presence of various acid catalysts, [11][12][13] N-alkylation of trisubstituted imidazoles, 14 condensation of benzil or benzoin acetate with aldehydes, primary amines and ammonia in the presence of copper acetate 15,16 etc. The first mention method is the most well-known and classical method.…”

Melamine Trisulfonic Acid as a Highly Efficient and Reusable Catalyst for the Synthesis of β‐Acetamido Ketones

“…Multi-component reactions (MCRs) play an important role in combinatorial chemistry because of the ability to synthesize target compounds with greater efficiency and atom economy by generating structural complexity in a single step from three or more reactants [19][20][21][22][23] . Moreover, MCRs have many advantages over conventional synthetic methodologies, such as higher productivity, simple procedures and facile execution [19][20][21][22][23] .…”

“…Moreover, MCRs have many advantages over conventional synthetic methodologies, such as higher productivity, simple procedures and facile execution [19][20][21][22][23] . In recent years, there has been a rapid growth in the development of novel heterogeneous and homogeneous sulfonic acid-containing catalysts and reagents in organic synthesis, because of their unique properties such as efficiency, high reactivity, easy availability of their starting materials and ability to promote a wide range of reactions 10,[23][24][25][26][27][28][29][30][31][32][33][34][35] .…”