86018-76-0Relevant academic research and scientific papers
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.
Copper-catalyzed efficient access to 2,4,6-triphenyl pyridinesviaoxidative decarboxylative coupling of aryl acetic acids with oxime acetates
Bharat Kumar, Karasala,Chinnari, Lekkala,Shyamala, Pulipaka,Siddaiah, Vidavalur,Varaprasad, Bodala
supporting information, p. 15205 - 15209 (2021/09/06)
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
Method for synthesizing pyridine ring structure by utilizing cascade reaction of aldehyde, arylboronic acid and acetonitrile
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Paragraph 0028-0031; 0032-0034; 0036; 0042-0043, (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
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.
An efficient, green solvent-free protocol for the synthesis of 2,4,6-triarylpyridines using reusable heterogeneous activated Fuller’s earth catalyst
Rekunge, Deelip S.,Kale, Ishwari A.,Chaturbhuj, Ganesh U.
, p. 2455 - 2462 (2018/09/13)
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.].
One-Pot Synthesis of Benzene and Pyridine Derivatives via Copper-Catalyzed Coupling Reactions
Han, Jianwei,Guo, Xin,Liu, Yafeng,Fu, Yajie,Yan, Rulong,Chen, Baohua
supporting information, p. 2676 - 2681 (2017/08/16)
A highly efficient one-pot synthesis of polysubstituted pyridine has been achieved through copper-catalyzed oxidative sp3 C?H coupling of acetophenones with toluene derivatives. Besides, the polysubstituted benzene was obtained through copper-catalyzed coupling of acetophenones. Both of the reactions exhibited a good functional group tolerance to produce a 2,4,6-triphenylpyridine or 1,3,5-triarylbenzene in high yields. Compared with previous methods, these transformations allow a highly flexible and efficient preparation of substituted pyridines and benzenes. (Figure presented.).
Synthesis of symmetrical pyridines by iron-catalyzed cyclization of ketoxime acetates and aldehydes
Yi, Yukun,Zhao, Mi-Na,Ren, Zhi-Hui,Wang, Yao-Yu,Guan, Zheng-Hui
supporting information, p. 1023 - 1027 (2017/08/18)
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 Polyfunctional Pyridines via Copper-Catalyzed Oxidative Coupling Reactions
Fu, Yajie,Wang, Panpan,Guo, Xin,Wu, Ping,Meng, Xu,Chen, Baohua
, p. 11671 - 11677 (2016/12/09)
An efficient and concise approach for the synthesis of polysubstituted pyridines has been achieved through copper-catalyzed oxidative sp3 C-H coupling of oxime acetates with toluene derivatives. Besides, benzylamine and p-toluenesulfonylhydrazo
Molecular Iodine-Mediated Chemoselective Synthesis of Multisubstituted Pyridines through Catabolism and Reconstruction Behavior of Natural Amino Acids
Xiang, Jia-Chen,Wang, Miao,Cheng, Yan,Wu, An-Xin
supporting information, p. 24 - 27 (2016/01/15)
A new process has been developed for the selective construction of 2,6-disubstituted, 2,4,6-trisubstituted, and 3,5-disubstituted pyridines based on the catabolism and reconstruction behaviors of amino acids. Molecular iodine was used as a tandem catalyst to trigger the decarboxylation-deamination of amino acids and to promote the subsequent formation of the pyridine products.
One-pot, solvent-free and efficient synthesis of 2,4,6-triarylpyridines catalyzed by nano-titania-supported sulfonic acid as a novel heterogeneous nanocatalyst
Tabrizian, Elham,Amoozadeh, Ali,Rahmani, Salman,Imanifar, Elham,Azhari, Saeede,Malmir, Masoumeh
, p. 1278 - 1282 (2015/12/31)
Nano titania-supported sulfonic acid (n-TSA) has found to be a highly efficient, eco-friendly and recyclable heterogeneous nanocatalyst for the solvent-free synthesis of 2,4,6-triarylpyridines through one-pot three-component reaction of acetophenones, aryl aldehydes and ammonium acetate. This reported method illustrates several advantages such as environmental friendliness reaction conditions, simplicity, short reaction time, easy work up, reusability of catalyst and high yields of the products. One new compound is reported too. Furthermore, the catalyst could be recycled after a simple work-up, and reused at least six times without substantial reduction in its catalytic activity.
