16112-41-7

Upstream product

• 14802-30-3 (E)-1-(4-methylphenyl)-3-phenyl-2-propen-1-one 
• 122-00-9 para-methylacetophenone 
• 200553-23-7 1-(4-methylphenyl)-2-pyrrolidin-1-ylethanone 
• 4224-96-8 3-phenyl-1-p-tolylprop-2-en-1-one 
• 100-52-7 benzaldehyde 
• 96475-75-1 4‐methylacetophenone oxime acetate 
• 2089-33-0 4-methylacethophenone oxime 
• 96-09-3 styrene oxide 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 939-23-1 p-phenylpyridine 
• 106-38-7 para-bromotoluene 
• 108-88-3 toluene 
• 96475-75-1 (E)‐ 1‐(p‐tolyl)ethan‐1‐one O‐acetyl oxime 

Downstream Products

• 42178-86-9 4,4'-(4-phenylpyridine-2,6-diyl)dibenzoic acid 
• 1450832-53-7 cis-4-phenyl-2,6-di-p-tolylpiperidine 

Relevant academic research and scientific papers

A new route to triphenylpyridines utilizing ketoximes as building blocks via cascade reactions under iron-organic framework catalysis

Iron-based metal–organic framework VNU-20 was utilized as a heterogeneous catalyst for cascade reactions between ketoximes and dibenzyl ether to produce 2,4,6-triphenylpyridines. Additionally, benzyl alcohol and (dimethoxymethyl)benzene could be used as an alternative starting materials for the transformation. The oxidant exhibited a remarkable impact on the reactions, and di-tert-butylperoxide was the most appropriate candidate. The VNU-20 displayed higher efficiency than many homogeneous and heterogeneous catalysts. The catalyst was reusable for the cascade reactions without a noticeable deterioration in catalytic activity. This transformation is new, and would offer alternative routes to triphenylpyridines utilizing ketoximes as building blocks.

Fluorescent metal-organic frameworks based on mixed organic ligands: New candidates for highly sensitive detection of TNP

In this study, by employing mixed organic ligands through rational design and metal ions as the initial reactants, a series of novel metal-organic frameworks (AHU-TW1 to 6) were synthesized by a solvothermal method. Herein, accessible Lewis base sites ori

TMSOTf-mediated Kr?hnke pyridine synthesis using HMDS as the nitrogen source under microwave irradiation

An efficient protocol for the preparation of pyridine skeletons has been successfully developed involving the TMSOTf/HMDS (trifluoromethanesulfonic acid/hexamethyldisilane) system for the intermolecular cyclization of chalcones under MW (microwave) irradiation conditions. This method provides a facile approach to synthesize 2,4,6-triaryl or 3-benzyl-2,4,6-triarylpyridines in good to excellent yields. Interestingly, the 2,6-diazabicyclo[2.2.2]oct-2-ene core was obtained by changing the acid additive to Sn(OTf)2, and the desired product was also confirmed using X-ray single-crystal diffraction analysis.

Method for synthesizing pyridine ring structure by utilizing cascade reaction of aldehyde, arylboronic acid and acetonitrile

The invention discloses a method for synthesizing a pyridine ring structure by utilizing cascade reaction of aldehyde, arylboronic acid and acetonitrile, which comprises the following steps: dissolving a palladium catalyst, aldehyde, arylboronic acid, a l

Convenient one-pot synthesis of 1,2,4-oxadiazoles and 2,4,6-triarylpyridines using graphene oxide (GO) as a metal-free catalyst: Importance of dual catalytic activity

A convenient and efficient process for the synthesis of 3,5-disubstituted 1,2,4-oxadiazoles and 2,4,6-triarylpyridines has been described using an inexpensive, environmentally benign, metal-free heterogeneous carbocatalyst, graphene oxide (GO). GO plays a dual role of an oxidizing agent and solid acid catalyst for synthesizing 1,2,4-oxadiazoles and triarylpyridines. This dual catalytic activity of GO is due to the presence of oxygenated functional groups which are distributed on the nanosheets of graphene oxide. A broad scope of substrate applicability and good sustainability is offered in this developed protocol. The results of a few control experiments reveal a plausible mechanism and the role of GO as a catalyst was confirmed by FTIR, XRD, SEM, and HR-TEM analysis.

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.

Pyridine Skeleton Synthesis Using Acetonitrile as C4N1 Units and Solvent

The first [3 + 2 + 1] methodology for pyridine skeleton synthesis via cascade carbopalladation/cyclization of acetonitrile, arylboronic acids, and aldehydes was developed. This reaction proceeds via six step tandem reaction sequences involving the carbopalladation reaction of acetonitrile, a nucleophilic addition, a condensation, an intramolecular Michael addition, cyclization, and aromatization. Delightfully, both palladium acetate and supported palladium nanoparticles catalyzed this reaction with similar catalytic performance. The characterization results of the fresh and used supported palladium nanoparticle catalysts indicated that the reaction might be performed via a Pd(0)/Pd(II) catalytic cycle that began with Pd(0). Furthermore, the products showed good fluorescence characteristics. The green homogeneous/heterogenous catalytic methodologies pave a new way for constructing the pyridine skeleton.

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

Merrifield resin-supported quinone as an efficient biomimetic catalyst for metal-free, base-free, chemoselective synthesis of 2,4,6-trisubstituted pyridines

Metal-free, base-free, biomimetic and chemoselective synthesis of 2,4,6-trisubstituted pyridines was developed under mild conditions for the first time. The heterogeneous biomimetic catalyst-recoverable Merrifield resin-supported quinone-was fully characterized by Fourier transform infrared spectroscopy (FT-IR), X-ray photoelectron spectrometry (XPS) and energy dispersive X-ray spectroscopy (EDX). This supported quinone catalyst exhibited excellent catalytic reactivity for chemoselective synthesis of 2,4,6-trisubstituted pyridines, providing an efficient and green method for the synthesis of pyridine derivatives under mild conditions. Mechanistic investigations were conducted to gain insights into the heterogeneous biomimetic catalyst as well as the resulting transformation. The successful capture of intermediates offered direct and clear evidence for the proposed mechanism.

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.