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11.
The chemical and electrochemical cyclization of tetramethyl esters of 2-substituted propane-1,1,3,3-tetracarboxylic acids in the presence of hydrohalic acid salt mediators were studied. It was found that the chemical variant of the cyclization of the corresponding ,'-dianions of esters of propane-1,1,3,3-tetracarboxylic acids by the action of iodine or bromine is substantially inferior to the electrochemical variant. In the latter case, the esters of substituted cyclopopane-1,1,2,2-tetracarboxylic acids are formed in a 87–98% yield. The tetramethyl ester of 2-isopropylpropane-1,1,3,3-tetracarboxylic acid, which under the electrolysis conditions decomposes according to a Michael retroreaction is an exception.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2783–2789, December, 1990. 相似文献
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Vereshchagin Anatoly N. Karpenko Kirill A. Elinson Michail N. Goloveshkin Alexander S. Ushakov Ivan E. Egorov Mikhail P. 《Research on Chemical Intermediates》2018,44(9):5623-5634
Research on Chemical Intermediates - A novel four-component stereoselective synthesis of polysubstituted piperidines is reported. The Knoevenagel–Michael–Mannich cascade of two... 相似文献
14.
Electrochemical oxidation of malonic esters in acetonitrile in the presence of iodides follows two different pathways depending
on the nature of the cation. In the presence of Lil, alkyl 1,1,2,2,3,3-propanetetracarboxylates were obtained in 85–98% yields.
In the presence of Nal, Kl, or Bu4NI, the formation of 1,1,2,2-ethanetetracarboxylates and their subsequent dehydrogenation to ethenetetracarboxylates was the
main reaction pathway.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 620–623, March, 1997. 相似文献
15.
Yuliya E. Ryzhkova Fedor V. Ryzhkov Michail N. Elinson Oleg I. Maslov Artem N. Fakhrutdinov 《Molecules (Basel, Switzerland)》2023,28(1)
Chromeno[2,3-b]pyridines are substances demanded in medicinal and material chemistry. PASE (pot, atom, and step economy) and in particular one-pot approaches are key green chemistry techniques that are applied for the synthesis of heterocyclic compounds. In this case, the PASE approach was extended with ‘component economy’, as solvent was used also as reactant (solvent-involved reaction). This approach was adopted for the one-pot synthesis of previously unknown O-substituted 5-alkoxy-5H-chromeno[2,3-b]pyridines via two-step transformation, namely the reaction of salicylaldehydes and malononitrile dimer, with the subsequent addition of alcohol. The mechanistic studies revealed the possibility of concurrent reaction. The studies aided in optimizing the reaction conditions for the best yields (77–93%). Thus, the one-pot reaction proceeds efficient and quickly, and the work-up procedure (only simple filtering) is very convenient. The structure of synthesized chromeno[2,3-b]pyridines was confirmed by 2D NMR spectroscopy. 相似文献
16.
M. I. Elinson S. K. Fedukovich B. I. Ugrak G. I. Nikishin 《Russian Chemical Bulletin》1992,41(10):1827-1833
Cyclization of esters of butane-1,1,4,4- and pentane-1,1,5,5-tetracarboxylic acids during electrolysis in methanol in the presence of Nal produces, with a yield of 95%, the esters of cyclobutane-1,1,2,2- and cyclopentane-1,1,2,2-tetracarboxylic acids. Under similar conditions, esters of the highest ,,,-alkanetetracarboxylic acids undergo iodation and hydroxymethylation due to electrical oxidation of methanol to formaldehyde. During electrolysis in methanol in the presence of NaOAc, the esters of ,,,-alkanetetracarboxylic acids undergo effective hydroxymethylation, followed by cyclization into substituted five- and six-member lactones, or tetrahydrofurans when structurally possible.N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow. Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 10, pp. 2332–2339, October, 1992. 相似文献
17.
Michail N. Elinson Ruslan F. Nasybullin Gennady I. Nikishin 《Comptes Rendus Chimie》2013,16(9):789-794
Sodium acetate catalyzed multicomponent reaction of aryl aldehydes, 2-pyrazolin-5-ones, and malononitrile or alkyl cyanoacetates in alcohols results in the formation of substituted 3-(5-hydroxy-3-methylpyrazol-4-yl)-3-arylpropionitriles in 80–99% yields. The developed efficient catalytic approach to the substituted 3-(5-hydroxy-3-methylpyrazol-4-yl)-3-arylpropionitriles – the promising compounds for human cardiovascular diseases therapy and different biomedical applications – is beneficial from the viewpoint of diversity-oriented large-scale processes and represents facile, efficient and environmentally benign synthetic concept for multicomponent reactions strategy. 相似文献
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Elinson M. N. Vereshchagin A. N. Ryzhkova Y. E. Karpenko K. A. Ushakov I. E. Maslov O. I. Egorov M. P. 《Russian Chemical Bulletin》2022,71(3):464-473
Russian Chemical Bulletin - A new type of the four-component tandem Knoevenagel—Michael reaction was discovered. The transformation of arylaldehydes, N,N′-dimethylbarbituric acid,... 相似文献
20.
Anatoly N. Vereshchagin Kirill A. Karpenko Michail N. Elinson Evgeniya O. Dorofeeva Alexander S. Goloveshkin Mikhail P. Egorov 《Mendeleev Communications》2018,28(4):384-386
The Knövenagel–Michael–Mannich cascade reaction of aromatic aldehyde (3 equiv.), malononitrile (2 equiv.) and ammonium acetate or aqueous ammonia provides convenient stereoselective access tocis,cis-2,4,6-triaryl-3,3,5,5-tetracyanopiperidines in 62–94% yields. Six new bonds form as a result of the domino process, ammonium acetate serving as a nitrogen source. 相似文献