5562-59-4

Upstream product

• 76115-65-6 3-phenyl-1,5-di-(thiophen-2-yl)pentane-1,5-dione 
• 7465-65-8 1-[2-oxo-2-(thiophen-2-yl)ethyl]pyridinium iodide 
• 3988-77-0 2-cinnamoylthiophene 
• 88-15-3 2-Acetylthiophene 
• 100-52-7 benzaldehyde 
• 100-46-9 benzylamine 
• 103-82-2 phenylacetic acid 
• 4298-52-6 2-ethynyl-thiophene 
• 103-50-4 dibenzyl ether 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 100-51-6 benzyl alcohol 
• 1956-45-2 2-acetylthiophene oxime 
• 3988-77-0 3-phenyl-1-thiophen-2-yl-propenone 

Downstream Products

• 1276033-58-9 2,6-bis(5-bromo-2-thienyl)-4-phenylpyridine 

Relevant academic research and scientific papers

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.

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.

Synthesis of triphenylpyridines: Via an oxidative cyclization reaction using Sr-doped LaCoO3 perovskite as a recyclable heterogeneous catalyst

An La0.6Sr0.4CoO3 strontium-doped lanthanum cobaltite perovskite was prepared via a gelation and calcination approach and used as a heterogeneous catalyst for the synthesis of triphenylpyridines via the cyclization reactio

A New Synthetic Pathway to Triphenylpyridines via Cascade Reactions Utilizing a New Iron-Organic Framework as a Recyclable Heterogeneous Catalyst

A new iron-organic framework, VNU-22 {[Fe3(BTC)(BPDC)2]·11.97H2O}, constructed from BTC3–, BPDC2– pillars and infinite [Fe3(CO2)7]∞ rod SBU, was obtained. The VNU-22 was utilized as a heterogeneous catalyst in the synthesis of 2,4,6-triphenylpyridines via cascade reactions from acetophenones and phenylacetic acids with ammonium acetate as a nitrogen source. This transformation is new. The VNU-22 was more active in the cascade reactions than many homogeneous and heterogeneous catalysts. The framework catalyst was recovered and reutilized without an appreciable decline in its performance. To our best knowledge, this synthetic pathway to 2,4,6-triphenylpyridines was not previously reported, and would attract interests from the chemical industry.

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.

Synthesis of symmetrical pyridines by iron-catalyzed cyclization of ketoxime acetates and aldehydes

A novel and facile iron-catalyzed cyclization of ketoxime acetates and aldehydes for the green synthesis of substituted pyridines has been developed. In the presence of a FeCl3 catalyst, this reaction exhibited a good functional group tolerance to produce 2,4,6-triarylsubstituted symmetrical pyridines in high yields in the absence of any additive. A gram-scale reaction sequence was performed to demonstrate the scaled-up applicability of this synthetic method.

Synthesis of tri-substituted pyridine derivatives

The invention provides a method for compounding tri-substituted pyridine derivatives, which belongs to the compound technical field of pyridine derivatives. The method for compounding the tri-substituted pyridine derivatives use amine compounds and troponoid compounds to react and compound pyridine derivatives when having trifluoromethanesulfonic acids, wherein a response equation is (img file='878185 dest_path_image001.TIF' wi='250' he='66'/). The method for compounding the tri-substituted pyridine derivatives is suitable for a large number of functional groups, and is simple in operation and high in yield, single in product structure, convenient to separate and purify, safe, low in price and small in pollution.

Metal-Free Synthesis of 2,4,6-Trisubstituted Pyridines via Iodine-Initiated Reaction of Methyl Aryl Ketones with Amines under Neat Heating

A neat heating protocol has been developed for metal-free synthesis of various 2,4,6-trisubstituted pyridines via iodine-initiated (in situ generated HI-catalyzed) condensation of methyl aryl ketones with amines and the following cyclization-aerobic oxidation. Large-scale synthesis and mechanistic investigation were also performed.

HOTf-catalyzed sustainable one-pot synthesis of benzene and pyridine derivatives under solvent-free conditions

Herein a versatile HOTf-catalyzed and solvent-free system for highly efficient one-pot synthesis of privileged benzene and pyridine derivatives has been developed using ketones and ketones with amines as simple substrates, respectively. The remarkable features of this "green" reaction include good to excellent yields, exclusive chemoselectivity and broad substrate/functional group tolerance.

Copper-catalyzed formal C-N bond cleavage of aromatic methylamines: Assembly of pyridine derivatives

An efficient copper-catalyzed C-N bond cleavage of aromatic methylamines was developed to construct pyridine derivatives. With neat conditions and facile operation, the fragment-assembling strategy affords a broad range of 2,4,6-trisubstituted pyridines in up to 95% yield from simple and readily available starting materials. Interestingly, when pyridin-2-yl methylamine was employed as the substrate, α-alkylation reaction of ketones readily occurred to give β-(pyridin-2-yl) ketones instead of the 2,4,6-trisubstituted pyridines.