74918-90-4Relevant academic research and scientific papers
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.
Method for synthesizing polysubstituted pyridine derivative based on oxime ester and unsaturated ketone under catalysis of ferric salt
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Paragraph 0062-0065, (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
Multi-substituted pyridine derivative and its preparation method
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Paragraph 0060; 0061; 0062; 0063, (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.
Synthesis of Highly Substituted Pyridines through Copper-Catalyzed Condensation of Oximes and α,β-Unsaturated Imines
Tan, Wei Wen,Ong, Yew Jin,Yoshikai, Naohiko
supporting information, p. 8240 - 8244 (2017/06/30)
A copper-catalyzed condensation reaction of oxime acetates and α,β-unsaturated ketimines to give pyridine derivatives is reported. The reaction features mild conditions, high functional-group compatibility, and high regioselectivity with respect to unsymmetrical oxime acetates, thus allowing the preparation of a wide range of polysubstituted pyridines, many of which are not readily accessible by conventional condensation methods.
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.
Copper-catalyzed formal C-N bond cleavage of aromatic methylamines: Assembly of pyridine derivatives
Huang, Huawen,Ji, Xiaochen,Wu, Wanqing,Huang, Liangbin,Jiang, Huanfeng
, p. 3774 - 3782 (2013/06/05)
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.
Synthesis of unsymmetrical polysubstituted pyridines from β-sulfonylvinylamines via 1-aza-allyl anion intermediates
Lau, Chan,Tsui, Gavin Chit,Lautens, Mark
, p. 3908 - 3914 (2012/01/11)
A modular synthesis of highly functionalized unsymmetrical pyridines has been developed from reacting β-sulfonylvinylamines with α,β-unsaturated systems in the presence of base via the formation of 1-aza-allyl anion intermediates. Georg Thieme Verlag Stut
Copper-Catalyzed coupling of oxime acetates with aldehydes: A new strategy for synthesis of pyridines
Ren, Zhi-Hui,Zhang, Zhi-Yuan,Yang, Bing-Qin,Wang, Yao-Yu,Guan, Zheng-Hui
, p. 5394 - 5397 (2011/12/02)
Copper-catalyzed coupling of oxime acetates with aldehydes offers a new strategy for the synthesis of highly substituted pyridines. This novel method tolerates a wide range of functionality and allows for rapid elaboration of the oxime acetates into a variety of substituted pyridines.
A novel and efficient 2,4,6-trisubstituted pyridine ring synthesis via α-benzotriazolyl ketones
Katritzky, Alan R.,Abdel-Fattah, Ashraf A. A.,Tymoshenko, Dmytro O.,Essawy, Samy A.
, p. 2114 - 2118 (2007/10/03)
Reaction of α-benzotriazolyl ketones with α,β-unsaturated ketones resulted in 2,4,6-triarylpyridines, 2,4-diaryl-5H-indeno[1,2-b]pyridines and 2,4-diaryl-5,6-dihydrobenzo[h]quinolines in good yields.
Pyrylium Compounds. XXI. - Structure and Tautomerism of Pseudobases of Unsymmetrically Substituted 2,4,6-Triarylpyrylium Salts
Fischer, Gerhard W.,Herrmann, Michael
, p. 287 - 302 (2007/10/02)
Hydrolytic ring opening of unsymmetrically substituted 2,4,6-triarylpyrylium salts 11 results in a mixture of two tautomeric pseudobases, the penten-1,5-diones 13 and 14.In crystalline state as a rule one of these tautomers markedly predominates, whereas
