36939-52-3

Upstream product

• 84-11-7 9,10-phenanthrenequinone 
• 105-13-5 4-Methoxybenzyl alcohol 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 1602990-73-7 3-methoxy-5,6-diphenylphenanthro[9',10':4,5]imidazo[2,1-a]isoquinoline 

Relevant academic research and scientific papers

Efficientone-pot synthesis of imidazoles catalyzed by silica-supported La0.5Pb0.5MnO3 nano particles as anovel and reusable perovskite oxide

Silica-supported La0.5Pb0.5MnO3 nanoparticles was prepared and used as a new perovskite-type catalyst for rapid and efficient synthesis of substituted imidazoles by an one-pot three-component condensation of [9,10]-phenanthraquinone, aryl aldehydes and ammonium acetate in excellent yield under reflux, and also solvent-free conditions.

Preparation, Characterization, and Application of Preyssler Heteropoly Acid Immobilized on Magnetic Nanoparticles as a Green and Recoverable Catalyst for the Synthesis of Imidazoles

An efficient, magnetically separable catalyst was synthesized by immobilization of Preyssler heteropoly acid (HPA) on Ni0.5Zn0.5Fe2O4 magnetite nanoparticles (MNPs) coated with hydroxyapatite (HA). The catalyst was characterized by scaning electron microscopy (SEM), transmission electron microscopy (TEM), X-ray diffraction (XRD), FT-IR, energy dispersive spectroscopy (EDS), and TGA. Activity of this catalyst was tested in the synthesis of imidazole derivatives via one-pot three-component condensation of [9,10]-phenanthraquinone with aryl aldehydes and ammonium acetate at room temperature under solvent-free conditions.

p-(1H-phenanthro[9,10-d]imidazol-2-yl)-substituted calix[4]arene, a deep cavity for guest inclusion

The reaction of tetra-p-formyltetra-O-propylcalix[4]arene with phenanthrenequinone in the presence of NH4OAc affords compound 2, a new class of calixarene with an expanded aromatic cavity, that could be stabilized by hydrogen-bonded bridges and

Direct synthesis of 2,4,5-trisubstituted imidazoles from primary alcohols by diruthenium(ii) catalysts under aerobic conditions

Herein we report a straightforward synthetic approach to 2,4,5-trisubstituted imidazoles from readily available primary alcohols using arene diruthenium(ii) catalysts. Dinuclear arene ruthenium complexes have been synthesized and structurally characterized with the aid of analytical and spectral techniques. A library of 2,4,5-trisubstituted imidazoles was achieved with a yield up to 95% by loading 0.25 mol% of the catalyst. The present protocol is environmentally benign, which is performed under aerobic conditions and liberates water as the sole by-product.

Citrate trisulfonic acid: A heterogeneous organocatalyst for the synthesis of highly substituted Imidazoles

Citrate trisulfonic acid (CTSA), as a novel recyclable and eco-benign organocatalyst, was employed for the efficient and one-pot synthesis of trisubstituted imidazoles and tetrasubstituted imidazoles using aldehydes, ammonium acetate or aniline, and benzoin, benzyl, or 9,10-phenanthrenequinone under solvent-free conditions providing high to excellent yields. CTSA is easily prepared via the reaction of trisodium citrate and chlorosulfonic acid in high purity. Compared to the conventional procedures, the present method offers several advantages, including high yields, easy work-up, short reaction time, reusability of the catalyst, and simple purification of the products.

Synthesis of 2,4,5-trisubstituted phenanthroimidazole derivatives using SBA-Pr-SO3H as a nanocatalyst

An efficient one-pot approach for the preparation of 2,4,5-trisubstituted phenanthroimidazole derivatives is described. The three-component reaction between 9,10-phenanthraquinone, benzaldehyde derivatives, and ammonium acetate proceeds in the presence of

Method for preparing 2-aryl-1H-phenanthro (9,10-d) imidazole derivative in catalyzed mode

The invention discloses a method for preparing a 2-aryl-1H-phenanthro (9,10-d) imidazole derivative in a catalyzed mode, and belongs to the technical field of ionic liquid catalysis. In a preparation reaction, the molar ratio of 9,10-phenanthrenequinone to aromatic aldehyde to ammonium acetate is 1:1:3-5, the molar weight of a non-imidazolyl acidic ionic liquid catalyst accounts for 4-6% that of 9,10-phenanthrenequinone, the volume dose of reaction solvent water in units of milliliter is 5-8 times the molar weight of 9,10-phenanthrenequinone in units of millimole, the time for a reflux reaction is 14-30 min, diethyl ether is used for extraction after the reaction is finished, anhydrous magnesium sulfate is added into extract liquor for drying, suction filtration is carried out, and after rotary evaporation concentration is carried out, filtrate is recrystallized with ethyl acetate to obtain the 2-aryl-1H-phenanthro (9,10-d) imidazole derivative. The method has the advantages that the catalyst is good in biodegradability and high in raw material use ratio, the whole preparation process is easy and convenient to operate and the like, and the method can be industrially applied on a large scale conveniently.

Fused imidazoles as potential chemical scaffolds for inhibition of heat shock protein 70 and induction of apoptosis. Synthesis and biological evaluation of phenanthro[9,10-d] imidazoles and imidazo[4,5-f] [1,10]phenanthrolines

The imidazole ring is widespread in biologically active compounds, and hence imidazole-containing scaffolds are useful starting points for drug discovery programmes. We report the synthesis of a series of novel imidazole-containing compounds fused with either phenanthrene or phenanthroline, which show enhanced growth inhibitory potency against human colon, breast and melanoma cancer cell lines, as well as evidence of inhibition of the molecular chaperone heat shock protein 70 (Hsp70) pathway in cells, as shown by depletion of downstream oncogenic client proteins of the Hsp90 chaperone pathway, and induction of apoptosis.

A novel imidazolium-based acidic ionic liquid as an efficient and reusable catalyst for the synthesis of 2-aryl-1H-phenanthro[9,10-d]imidazoles

A novel acidic ionic liquid based on imidazoliumcation is designed, synthesized, and successfully used as a catalyst for the one-pot synthesis of 2-aryl-1H-phenanthro[9,10-d]imidazole derivatives. The remarkable feature of this new catalyst is its ethyleneoxy bridge which participates in dissolving organic compounds in ionic liquids. The application of this acidic ionic liquid is studied in a new one-pot method for the synthesis of imidazole derivatives under solvent-free conditions. The advantages of this method are the reusability of the catalyst, high conversion, short reaction time, and simple experimental procedure.

Multi-component synthesis of highly substituted imidazoles catalyzed by nanorod vanadatesulfuric acid

Nanorod vanadatesulfuric acid (VSA NRs), as a recyclable and eco-benign catalyst, was used for one-pot synthesis of 2,4,5-trisubstituted imidazoles and 1,2,4,5-tetrasubstituted imidazoles using aldehydes, benzil, benzoin or 9,10-phenanthrenequinone and ammonium acetate or aniline under solvent-free conditions providing high to excellent yields. VSA is easily prepared by a simple reaction of chlorosulfonic acid and sodium metavanadate in high purity. As compared with the conventional procedures, the present protocol offers several advantages such as simplicity of procedure, short reaction time, high yields, easy workup, recoverability and reusability of the catalyst and simple purification of the products.