14359-34-3

Upstream product

• 487-89-8 Indole-3-carboxaldehyde 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 24242-77-1 α-iodo-α-phenylacetophenone 
• 501-65-5 diphenyl acetylene 
• 134-81-6 benzil 

Relevant academic research and scientific papers

Iron nanotube-silica composite (ZVI-S-PCAT modified silica composite) preparation, characterization and application as a recyclable catalytic system for 5-membered ring organic transformations

Iron nanotube silica composite have been synthesized and studied through particle-size analysis, FTIR, SEM-EDX, TEM, XRD, UV, VSM, TGA-DTA and XPS techniques. The application of nanoframeworks as sustainable recyclable catalytic systems has been observed

Simple practical method for synthesis of trisubstituted imidazoles: an efficient copper catalyzed multicomponent reaction

A rapid practical process has been developed for synthesis of 2,4,5-trisubstituted-imidazoles in excellent yields up to 95% from readily available starting materials. In this CuI catalyzed synthesis, trisubstituted imidazoles were afforded in short reaction times, wherein the substrate scope is well explored with benzoin as well as benzil reacting with different aldehydes in the presence of ammonium acetate as the nitrogen source.

An efficient multicomponent synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles catalyzed by a magnetic nanoparticle supported Lewis acidic deep eutectic solvent

A mild and highly efficient reaction for the synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles catalyzed by a magnetically supported Lewis acidic deep eutectic solvent on magnetic nanoparticles (LADES?MNP) has been developed via one-pot multicomponent processes under solvent-free sonication. These reactions have good to excellent yields, mild conditions, and work-up simplicity. This method represents a new method for the preparation of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles. More importantly, LADES?MNP can be easily recovered by magnetic separation and reused five times without significant loss of catalytic activity.

One-Pot, Two-Step Metal and Acid-Free Synthesis of Trisubstituted Imidazole Derivatives via Oxidation of Internal Alkynes Using an Iodine/DMSO System

A one-pot, two-step, simple, efficient and eco-friendly oxidation of internal alkynes as a key step towards the synthesis of 2,4,5-trisubstituted imidazoles, using an inexpensive I2/DMSO system, has been reported. This metal and acid-free synthesis proceeded smoothly to furnish a variety of synthetically useful trisubstituted imidazoles in moderate to excellent yields. In an effort to demonstrate the potential future applications of this system, a double oxidation study was undertaken and the desired trisubstituted imidazoles obtained in good to moderate yields.

Co(II) anchored glutaraldehyde crosslinked magnetic chitosan nanoparticles (MCS) for synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles

A simple, highly efficient and green synthesis of 2,4,5-trisubsituted and 1,2,4,5-tetrasubstituted imidazoles was developed using a novel MCS-GT@Co(II) magnetically recoverable and recyclable catalyst under refluxing conditions with ethanol as a solvent. The catalyst was prepared by immobilization of chitosan onto Fe3O4 using glutaraldehyde as crosslinker followed by Co(II) ion immobilization via cobalt acetate. The catalyst was characterized using various techniques. For organic products determination, 1H NMR, 13C NMR and Fourier transform infrared spectroscopies were used. The reaction was also tried with individual components of the catalyst, but the synergistic effect of the components in the prepared catalyst showed the highest yield and shortest reaction time.

An efficient green synthesis of substituted indolylimidazole derivatives by employing reusable catalyst under microwave irradiation

A simple highly versatile, green, and efficient one-pot synthesis of highly substituted indolylimidazole derivative is achieved by multicomponent condensation of benzil, indole-3-carbaldehyde, ammonium acetate, and aromatic amine under microwave irradiati

Facile One Pot Multi-Component Solvent-Free Synthesis of 2,4,5-Trisubstituted Imidazoles Using “Green” and Expeditious Ionic Liquid Catalyst under Microwave Irradiation

Acetic acid functionalized poly(4-vinylpyridinium) bromide is a highly efficient and recyclable catalyst for the construction of 2,4,5-trisubstituted imidazole derivatives by a three-component condensation of benzyl with various aldehydes and ammonium acetate under solvent free conditions. The microwave initiated process leads to analytically pure compounds within 2–5 min. The advantages of this “green” methodology are cost-effectiveness, simple procedure, low energy consumption, no involvement of organic solvents, safe operation, clean reaction profile, high yields, and recyclability of the catalyst.

Synthesis of silyl-protected terminal thioalkyne-substituted tetraaryl imidazoles: utilization of Ag–Fe/ZSM-5 bimetallic nanooxides for cyclocondensation of polysubstituted imidazoles

An improved one-pot and ecofriendly approach to tri- and tetraaryl imidazoles through three- and four-component coupling reactions under neutral and solvent-less solid-phase conditions is presented. A series of nanosized Ag/metal oxide species on H–ZSM-5 support were tested in this procedure, with Ag–Fe/ZSM-5 bimetallic oxide nanoparticles exhibiting excellent catalytic activity for improved efficiency of the one-pot, multicomponent cyclocondensation reaction. The obtained bromoimidazole derivatives were converted into silyl-protected terminal alkynyl thiolate-substituted tetraaryl imidazoles by treatment with lithium 2,2,2-tris(trimethylsilyl)ethanedithioate, produced by reaction of organolithium reagent (Me3Si)3CLi with CS2 at 0?°C. These novel and stable synthetic intermediates are potential compounds for functionalization of imidazoles.

Trisubstituted-imidazoles induce apoptosis in human breast cancer cells by targeting the oncogenic PI3K/Akt/mTOR signaling pathway

Overactivation of PI3K/Akt/mTOR is linked with carcinogenesis and serves a potential molecular therapeutic target in treatment of various cancers. Herein, we report the synthesis of trisubstituted-imidazoles and identified 2-chloro-3-(4, 5-diphenyl-1H-imidazol-2-yl) pyridine (CIP) as lead cytotoxic agent. Na?ve Base classifier model of in silico target prediction revealed that CIP targets RAC-beta serine/threonine-protein kinase which comprises the Akt. Furthermore, CIP downregulated the phosphorylation of Akt, PDK and mTOR proteins and decreased expression of cyclin D1, Bcl-2, survivin, VEGF, procaspase-3 and increased cleavage of PARP. In addition, CIP significantly downregulated the CXCL12 induced motility of breast cancer cells and molecular docking calculations revealed that all compounds bind to Akt2 kinase with high docking scores compared to the library of previously reported Akt2 inhibitors. In summary, we report the synthesis and biological evaluation of imidazoles that induce apoptosis in breast cancer cells by negatively regulating PI3K/Akt/mTOR signaling pathway. Copyright:

New conditions for the effective synthesis of tri and tetrasubstituted imidazoles catalysed by recyclable indium (III) triflate and magnesium sulfate heptahydrate

A one-pot three or four component reaction of wide range of aromatic aldehydes, benzil, aliphatic and aromatic primary amines and ammonium acetate is reported for the synthesis of tri/tetra-substituted imidazoles under solvent-free conditions. Indium (III) trifluoromethanesulfonate and magnesium sulfate heptahydrate as two highly efficient and recyclable catalysts perform a key factor to synthesis of imidazole derivatives with high yields.