21399-27-9

Upstream product

• 631-61-8 ammonium acetate 
• 104-88-1 4-chlorobenzaldehyde 
• 99-91-2 para-chloroacetophenone 
• 873-73-4 4-n-chlorophenylacetylene 
• 104-86-9 4-chlorobenzylamine 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 873-76-7 para-Chlorobenzyl alcohol 
• 100871-54-3 1-(4-chloro-phenyl)-ethanone-(2-chloro-phenylhydrazone) 

Relevant academic research and scientific papers

Synthesis, characterization, stereochemistry and biological evaluation of novel cyclohexanol derivatives

This research includes the synthesis of 1,5-diketone from chalcone by Michael addition of p-chloroacetophenone in the presence of NaOH (molar ratio, 1:1:10), which led to the formation of a novel cyclohexanol derivative as a side product. The above reaction was repeated with different molar ratio of chalcone-acetophenone-sodium hydroxide to set the optimum condition for maximum yield of the novel cyclohexanol derivative. The dehydration of cyclohexanol using catalytic amount of p-TsOH produced quantitative yield of corresponding cyclohexene with β,γ-unsaturation instead of apparently more stable α,β-unsaturation. The compounds were well characterized by spectroscopic techniques and elemental analysis. Their stereochemistry is discussed and newly synthesized compounds are screened for anticancer and antimicrobial activities.

Synthesis of Kr?hnke pyridines through iron-catalyzed oxidative condensation/double alkynylation/amination cascade strategy

An efficient protocol for the synthesis of symmetrical and unsymmetrical 2,4,6-trisubstituted pyridines via oxidative cascade annulation of arylacetylenes with benzylamines has been developed. The reaction proceeds smoothly utilizing iron(II) triflate as a catalyst and molecular oxygen as an oxidant with broad substrate scope. Mechanistic studies reveal that the reaction may be experiences an oxidative condensation followed by double alkynylation and amination process.

An efficient, green solvent-free protocol for the synthesis of 2,4,6-triarylpyridines using reusable heterogeneous activated Fuller’s earth catalyst

Abstract: A simple, efficient, and green method of preparation for the synthesis of highly substituted pyridines by multicomponent reaction of acetophenones, aldehydes, and ammonium acetate using activated Fuller’s earth as an effective and reusable heterogeneous catalyst is described. The advantages of the present protocol include simple procedure with an easy workup procedure, mild reaction conditions, and high yields of the products. The performance of this reaction under solvent-free conditions using heterogeneous catalysts, such as activated Fuller’s earth, could enhance its efficiency from an economic as well as ecological point of view. Graphical abstract: [Figure not available: see fulltext.].

Synthesis and application of chitosan supported vanadium oxo in the synthesis of 1,4-dihydropyridines and 2,4,6-triarylpyridines: Via anomeric based oxidation

Chitosan, as a biopolymer, exhibits a strong affinity for complexation with suitable metal ions. Thus, it has received increased attention for the preparation of stable bioorganic-inorganic hybrid heterogeneous catalysts. Herein, a novel chitosan based vanadium oxo (ChVO) catalyst was prepared and fully characterized by several techniques such as Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), thermal gravimetric analysis (TGA), derivative thermal gravimetric (DTG), differential thermal analysis (DTA), scanning electron microscopy (SEM), energy dispersive X-ray analysis (EDX), high-resolution transmission electron microscopy (HRTEM), selected area electron diffraction (SAED), X-ray photoelectron spectroscopy (XPS) and inductively coupled plasma mass spectrometry (ICP-MS). The synthesized catalyst has been successfully used as a reusable catalyst in the synthesis of dihydropyridines and triarylpyridines.

Catalytic application of sulfonic acid-functionalized titana-coated magnetic nanoparticles for the preparation of 1,8-dioxodecahydroacridines and 2,4,6-triarylpyridines via anomeric-based oxidation

We have developed green, efficient and powerful protocols for the preparation of 2,4,6-triarylpyridines and 1,8-dioxodecahydroacridines in the presence of Fe3O4@TiO2@O2PO2(CH2)2NHSO3H as a sulfonic acid-functionalized titana-coated magnetic nanoparticle catalyst under mild and solvent-free reaction conditions. These protocols furnished the desired products in short reaction times with good to high yields (20–40?min and 80–86% in the case of 2,4,6-triarylpyridines; 15–90?min and 80–93% in the case of 1,8-dioxodecahydroacridines). The final step of the mechanistic route in the synthesis of 2,4,6-triarylpyridines proceeds via an anomeric-based oxidation. Also, the nanomagnetic core–shell catalyst can be recycled and reused in both cases of the scrutinized one-pot multicomponent reactions with high turnover number and turnover frequency.

An Efficient Synthesis of 2,4,6-Triarylpyridines by Use of Benzyl Halides under Neat Conditions

An efficient synthesis of 2,4,6-triarylpyridines is described. Heating a mixture of an acetophenone, a benzyl halide, and ammonium acetate under neat conditions afforded the corresponding Kr?hnke pyridines in excellent yields.

Nano-Fe3O4-supported, hydrogensulfate ionic liquid-catalyzed, one-pot synthesis of polysubstituted pyridines

Anchoring 1-methyl-3-(triethoxysilylpropyl) imidazolium chloride onto silica-coated magnetic Fe3O4 particles afforded the corresponding supported ionic liquid. Exchanging the Cl- anion by treating with H2SO4 gave Br?nsted ionic liquid 1-methyl-3-(triethoxysilylpropyl) imidazolium hydrogensulfate. The synthesized catalyst was characterized by various techniques such as infrared, x-ray diffraction, scanning electron microscopy, thermogravimetric analysis, and elemental analyses. The results indicated that the prepared catalyst had a nanostructure. The catalytic activity of the supported ionic liquid was examined in the synthesis of the polysubstituted pyridines by reaction of aromatic aldehydes with acetophenones and ammonium acetate in moderate to good yields under solvent-free conditions. The catalyst can be easily recovered by applying an external magnetic field and reused for at least seven runs without deterioration in catalytic activity.

The synthesis of polysubstituted pyridines using nano Fe3O4 supported hydrogensulfate ionic liquid

Reaction of 1-methylimidazole with 3-(trimethoxysilyl)propyl chloride resulted in formation of 1-methyl-3-(trimethoxysilyl)propyl imidazolium chloride ([pmim]Cl). Anchoring of the ionic liquid on to silica-coated magnetic Fe3O4 particles afforded the corresponding supported ionic liquid MNP-[pmim]Cl. Exchanging the Cl- anion by treatment with H2SO4 gave the Bronsted ionic liquid MNP-[pmim]HSO4. FT-IR, XRD, SEM, TEM, TG/DTG, VSM, and CHN analysis were used to characterize the supported ionic liquid. The results indicated the catalyst was a nanostructure. The catalytic activity of the supported ionic liquid was examined in the synthesis of the polysubstituted pyridines by reaction of aromatic aldehydes, and acetophenones or indan-1-one with ammonium acetate under solvent-free conditions. The catalyst could be easily recovered, by applying an external magnetic field, and reused at least six runs without deterioration of its catalytic activity.

Three-component one-pot synthesis of 2,4,6-triarylpyridines without catalyst and solvent

An efficient and green synthesis of 2,4,6-triarylpyridines by a one-pot three-component condensation of aromatic aldehydes, substituted acetophenones, and ammonium acetate without catalyst at 130°C under solvent-free conditions is described. This method offers several advantages such as simple procedure, easy work-up, short reaction time, low cost, environmentally friendly conditions, and moderate to high yields.

Synthesis of 2,4,6-triarylpyridines using ZrOCl2 under solvent-free conditions

An efficient procedure for the synthesis of 2,4,6-triarylpyridines (Kr?hnke pyridines) by the one-pot multicomponent condensation of aldehydes (1 equiv) with acetophenones (2 equiv) and ammonium acetate (1.2 equiv) in the presence of catalytic amounts of