33567-23-6

Usage

General Description

2,4,6-tris(4-methoxyphenyl)pyridine, also known as TMPP, is an organic compound commonly used as a building block in the synthesis of various chemicals and materials. It consists of a pyridine core with three substituted 4-methoxyphenyl groups attached to it. TMPP is known for its strong electron-donating capabilities, which makes it a valuable component in the production of organic electronic materials and dyes. It also exhibits high thermal stability and can be used as a flame retardant additive in polymers. Additionally, its unique molecular structure and properties make TMPP a potential candidate for applications in pharmaceuticals and agrochemicals. Overall, 2,4,6-tris(4-methoxyphenyl)pyridine is a versatile and valuable chemical in various industries due to its unique properties and potential applications.

Upstream product

• 103504-13-8 4,4',4''-(pyridine-2,4,6-triyl)triphenol 
• 77-78-1 dimethyl sulfate 
• 41564-67-4 (E)-1,3-bis(4-methoxyphenyl)-2-propene-1-one 
• 20691-74-1 Triphenylarsin-p-anisoylmethylen 
• 25407-31-2 N-(p-methoxyphenacyl)pyridinium bromide 
• 123-11-5 4-methoxy-benzaldehyde 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 2373-89-9 4,4'-dimethoxychalcone 
• 696-62-8 para-iodoanisole 
• 824-94-2 p-methoxybenzyl chloride 
• 2393-23-9 4-methoxy-benzylamine 
• 768-60-5 4-methoxyphenylacetylen 
• 104-01-8 4-Methoxyphenylacetic acid 
• 96155-57-6 1-(4-methoxyphenyl)ethanone O-acetyl oxime 

Downstream Products

• 103504-13-8 4,4',4''-(pyridine-2,4,6-triyl)triphenol 

Relevant academic research and scientific papers

Application of a novel, efficient and recyclable photo redox catalyst (Zn–Al layered double hydroxide/eosin) for the synthesis of substituted pyridine derivatives under visible light irradiation

Layered double hydroxides (LDHs) are a class of anionic clays with brucite-like layers and interlayer anions and varying in composition and morphology. LDHs show potential as supports for the immobilization of catalytically active species, to synthesize recyclable catalysts, in which catalytic sites can be preferentially orientated, highly dispersed and stabilized to afford high catalytic efficiency and recyclability in reaction media. Redox active organic dyes such as eosin Y with strong absorption in the visible region of the spectrum have been successfully used. In this work, an intercalated photo redox catalyst (Zn–Al LDH/eosin) was synthesized by co-precipitation of an aqueous solution of zinc nitrate and aluminium nitrate simultaneously with eosin Y as anionic dye. Zn–Al LDH/eosin as a recyclable catalyst was used in the reaction of various aryl ketones and benzylamines under molecular oxygen and visible light, giving good yields of substituted pyridines at room temperature. Also, the Zn–Al LDH/eosin catalyst could be reused three times without any significant changes in the reaction yields.

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.

Copper-catalyzed efficient access to 2,4,6-triphenyl pyridinesviaoxidative decarboxylative coupling of aryl acetic acids with oxime acetates

An efficient and concise approach for the synthesis of 2,4,6-triphenyl pyridines has been developed through copper-catalysed oxidative decarboxylative coupling of C(sp3) aryl acetic acids with oxime acetates in DMF at 150 °C under an oxygen atm

Cationic organotin cluster [t-Bu2Sn(OH)(H2O)]2 2+2OTf?-catalyzed one-pot three-component syntheses of 5-substituted 1H-tetrazoles and 2,4,6-triarylpyridines in water

The cationic organotin cluster [t-Bu2Sn(OH)(H2O)]2 2+2OTf? is easy to prepare and stable in air. The catalytic activity of [t-Bu2Sn(OH)(H2O)]2 2+2OTf? as a neutral organotin Lewis acid catalyst is probed through the one-pot three-component syntheses of 5-substituted 1H-tetrazoles from aldehydes, hydroxylamine hydrochloride and sodium azide, and of 2,4,6-triarylpyridines from aromatic aldehydes, substituted acetophenones and ammonium acetate. The reactions proceed well in the presence of 1?mol% of [t-Bu2Sn(OH)(H2O)]2 2+2OTf? in water and provide the corresponding 5-substituted 1H-tetrazoles and 2,4,6-triarylpyridines in good to excellent yields. The method reported has several advantages such as the catalyst being neutral, low catalyst loading and use of water as a green solvent.

An efficient one pot three-component synthesis of 2,4,6-triarylpyridines using triflimide as a metal-free catalyst under solvent-free conditions

A simple and efficient protocol developed for one pot three-component synthesis of 2,4,6-triarylpyridines from aromatic aldehydes, substituted acetophenones and ammonium acetate using the versatile super Br?nsted acid triflimide (HNTf2) as an effective catalyst is described. The reactions proceed well in the presence of 1 mol% of HNTf2 at 80 °c under solvent-free conditions and provide the corresponding triarylpyridines in good to excellent yields. The method reported has several advantages such as a metal-free and commercially available catalyst, mild reaction conditions and lower loading of catalyst.

Solid acid catalyst TS-1 zeolite-assisted solvent-free one-pot synthesis of poly-substituted 2,4,6-triaryl-pyridines

Abstract: A new method is described for one-pot solvent-free synthesis of 2,4,6-triaryl pyridines in the presence of a solid acid catalyst, titanium silicate (TS-1) via cyclocondensation of acetophenone, aryl aldehyde and ammonium acetate. The present method illustrates several advantages, such as eco-friendly reaction conditions, simplicity, short reaction time (3?h), easy separation of catalyst and high yields of the products (85–93%). Furthermore, the TS-1 catalyst was reused for four catalytic cycles with consistent catalytic activity. Graphical Abstract: [Figure not available: see fulltext.].

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.

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.

Preparation method of 2,4,6-triaryl substituted pyridine derivative

The invention discloses a preparation method of a 2,4,6-triaryl substituted pyridine derivative. The preparation method comprises the following steps: taking a aryl methyl ketone compound and a benzylamine derivative as raw materials, taking tri(pentafluorobenzene)borane as a catalyst, and reacting for 6-24 hours under the oxygen condition at 80-160 DEG C to obtain the 2,4,6-triaryl substituted pyridine derivative. According to the preparation method has the main beneficial effects that the reaction raw materials are easily available; the consumption of the catalyst can be as low as 0.5%; theexperiment operation is simple; the target compound can be prepared by a one-pot process; the substrate universality is high; the 2,4,6-triaryl substituted pyridine derivative with different substituent groups can be built; the further derivatization research can be facilitated.

B(C6F5)3-catalyzed oxidative deamination/cyclization cascade reaction of benzylamines and ketones for the synthesis of 2,4,6-triarylpyridines

The B(C6F5)3-catalyzed oxidative deamination/cyclization cascade reaction of benzylamines and ketones for the construction of 2,4,6-triarylpyridines under metal-/solvent-free conditions has been successfully achieved. The advantages of this strategy include good functional group tolerance, low catalyst loading and high yields.