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Pyridine, 4-(4-methylphenyl)-2,6-diphenyl-, also known as 2,6-diphenyl-4-(p-tolyl)pyridine, is an organic compound with the molecular formula C21H17N. It is a derivative of pyridine, a heterocyclic aromatic compound containing a nitrogen atom in a six-membered ring. This specific compound features two phenyl groups (C6H5) attached to the 2nd and 6th positions of the pyridine ring, and a 4-methylphenyl group (C6H4CH3) attached to the 4th position. The presence of these substituents significantly affects the compound's physical and chemical properties, such as solubility, reactivity, and stability. Pyridine, 4-(4-methylphenyl)-2,6-diphenyl- is primarily used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. Due to its complex structure, it is typically synthesized through multi-step reactions involving various reagents and conditions.

3558-65-4

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3558-65-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 3558-65-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,5,5 and 8 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 3558-65:
(6*3)+(5*5)+(4*5)+(3*8)+(2*6)+(1*5)=104
104 % 10 = 4
So 3558-65-4 is a valid CAS Registry Number.

3558-65-4Relevant academic research and scientific papers

Heteroatom-Embedded Approach to Vinylene-Linked Covalent Organic Frameworks with Isoelectronic Structures for Photoredox Catalysis

Bi, Shuai,Chen, Jie-Sheng,Meng, Fancheng,Wu, Dongqing,Zhang, Fan,Zhang, Zixing

supporting information, (2021/12/23)

Embedding heteroatoms into the main backbones of polymeric materials has become an efficient tool for tailoring their structures and improving their properties. However, owing to comparatively harsh heteroatom-doping conditions, this has rarely been explo

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

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Paragraph 0028-0031; 0032-0035; 0038-0039, (2021/06/12)

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

Synthesis of Poly-Substituted Pyridines via Noble-Metal-Free Cycloaddition of Ketones and Imines

Mao, Yeting,Mao, Hong,Xu, Jiaojiao,Liu, Tianqi,Liu, Bingxin,Tan, Qitao,Ding, Chang-Hua,Xu, Bin

supporting information, p. 3905 - 3908 (2021/10/20)

An eco-friendly and noble-metal-free formal [4+2] cycloaddition reaction was developed for the efficient synthesis of biologically interesting poly-substituted pyridines from easily available ketones and imines, whereby two sequential C?C bonds are formed. The given approach features a unique synthetic strategy of imines and ketones with wide substrate scope, good functional group tolerance, mild conditions and operational simplicity, which represents a more direct pathway to synthesize poly-substituted pyridines than traditional methods.

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

Gopalaiah, Kovuru,Choudhary, Renu

supporting information, (2021/09/15)

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

Bai, Chaolumen,Guo, Huifang,Liu, Xin,Liu, Dan,Sun, Zhaorigetu,Bao, Agula,Baiyin, Menghe,Muschin, Tegshi,Bao, Yong-Sheng

, p. 12664 - 12675 (2021/09/18)

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.

Regiocontrolled synthesis of 2,4,6-triarylpyridines from methyl ketones, electron-deficient acetylenes and ammonium acetate

Shabalin, Dmitrii A.,Dvorko, Marina Yu.,Schmidt, Elena Yu.,Trofimov, Boris A.

supporting information, p. 2703 - 2715 (2021/04/07)

A novel one-pot two-step approach for the synthesis of 2,4,6-triarylpyridinesvia t-BuOK/DMSO-promotedC-vinylation of a variety of methyl ketones with electron-deficient acetylenes (alkynones) followed by a cyclization of thein situgenerated unsaturated 1,5-dicarbonyl species with ammonium acetate has been developed. This approach possesses competitive advantages such as high regioselectivity, available starting materials and the absence of transition-metal catalysts, oxidants and undesirable byproducts. A wide synthetic utility of the developed approach was demonstrated by the synthesis of trisubstituted, tetrasubstituted and fused pyridines.

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

Basak, Puja,Dey, Sourav,Ghosh, Pranab

, p. 32106 - 32118 (2021/12/02)

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.

Method for synthesizing polysubstituted pyridine derivative based on oxime ester and unsaturated ketone under catalysis of ferric salt

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Paragraph 0050-0053, (2020/06/02)

The invention belongs to the technical field of organic synthesis, and particularly relates to a method for synthesizing a polysubstituted pyridine derivative based on oxime ester and unsaturated ketone under the catalysis of ferric salt. For the first ti

Design and application of (Fe3O4)-GOTfOH based AgNPs doped starch/PEG-poly (acrylic acid) nanocomposite as the magnetic nanocatalyst and the wound dress

Forouzandehdel, Shayan,Meskini, Maryam,Rami, Mina Rezghi

, (2020/04/21)

As a novel, recyclable nanocatalyst, (Fe3O4)-GOTfOH based Ag nanoparticles doped Starch/PEG-poly (acrylic acid) nanocomposite (Fe3O4?GOTfOH/Ag/St-PEG-AcA) was applied for one-pot synthesis

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

Yang, Qing,Zhang, Yilin,Zeng, Wei,Duan, Zheng-Chao,Sang, Xinxin,Wang, Dawei

supporting information, p. 5683 - 5690 (2019/10/22)

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.

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