57162-60-4Relevant articles and documents
TMSOTf-mediated Kr?hnke pyridine synthesis using HMDS as the nitrogen source under microwave irradiation
Chan, Chieh-Kai,Chung, Yi-Hsiu,Wang, Cheng-Chung
, p. 8263 - 8273 (2022/04/07)
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.
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.
Method for synthesizing pyridine ring structure by utilizing cascade reaction of aldehyde, arylboronic acid and acetonitrile
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Paragraph 0028-0031, (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
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.
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.
Multi-substituted pyridine derivative and its preparation method
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Paragraph 0028; 0029; 0030; 0031, (2018/01/20)
The invention discloses a polysubstituted pyridine derivative and a preparation method thereof. The derivative has a structure as shown in specification, wherein R1, R2, R3, R4 and R5 all are any one selected from hydrogen atom, halogen atom, alkyl, aryl, substituted aryl, acyl, amino, nitryl and alkoxy; the invention also discloses a preparation method of the polysubstituted pyridine derivative; the preparation method comprises the following steps: by taking acetyenic ketone and 1-arylethylamine as raw materials, and under the action of appropriate alkali, heating to have a reaction in the solvent to obtain the polysubstituted pyridine derivative as shown in the formula at high yield. The preparation method is mild in reaction condition, short in reaction time, wide in substrate range, high in reaction specifity, high in yield and simple in after-treatment.
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 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
Base-Promoted β-C(sp3)-H Functionalization of Enaminones: An Approach to Polysubstituted Pyridines
Shen, Jinhai,Cai, Dingding,Kuai, Changsheng,Liu, Yunqi,Wei, Ming'E,Cheng, Guolin,Cui, Xiuling
, p. 6584 - 6589 (2015/10/06)
A convenient one-pot base-promoted synthesis of polysubstituted pyridines from 1-arylethylamines and ynones through the direct β-C(sp3)-H functionalization of enaminones under metal-free conditions has been developed. An intermolecular Michael addition reaction and an intramolecular condensation were involved in this procedure, which features high regioselectivity, high efficiency, and environmental friendliness. Various polysubstituted pyridines were provided in up to 92% yield for 34 examples.
