One-pot diastereoselective synthesis of functionalized 4,5-dihydropyrroles by reactions of arylglyoxals, beta-dicarbonyl compounds, and aromatic amines

Kolos Nadezhda N.; Karpan Sergey A.; Omelchenko Irina V.; Chechina Natalya V.; Yaremenko Feodor G.

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One-pot diastereoselective synthesis of functionalized 4,5-dihydropyrroles by reactions of arylglyoxals, beta-dicarbonyl compounds, and aromatic amines

机译：芳基乙醛，β-二羰基化合物和芳族胺反应的官能化4,5-二氢吡咯的单壶非对映选择性合成

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摘要

A multicomponent reaction of arylglyoxal hydrates, acetylacetone or acetoacetic ester, aniline or its 3(4)-substituted analogs in 1:1:2 ratio occurred upon stirring in methanol, giving 4-arylamino-5-hydroxypyrroline derivatives containing 4,5-dihydroxypyrrolines as impurities.

机译：在甲醇搅拌下，芳基甘氨酸水合物，乙酰丙酮或乙酰酸酯，苯胺或其3（4）次 - 二取代剂的多组分反应在1：1：2的比例中发生，得到4-芳基氨基-5-羟基吡咯胺衍生物，含有4,5-二羟基吡咯烷作为杂质。

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来源
《Chemistry of heterocyclic compounds》 |2019年第9期|共7页
作者
Kolos Nadezhda N.; Karpan Sergey A.; Omelchenko Irina V.; Chechina Natalya V.; Yaremenko Feodor G.;
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作者单位

Kharkov Natl Univ 4 Svobody Sq UA-61022 Kharkov Ukraine;

Kharkov Natl Univ 4 Svobody Sq UA-61022 Kharkov Ukraine;

Kharkov Natl Univ 4 Svobody Sq UA-61022 Kharkov Ukraine;

Kharkov Natl Univ 4 Svobody Sq UA-61022 Kharkov Ukraine;

Natl Acad Sci Ukraine Sci Technol Complex Inst Monocrystals 60 Nauky Ave UA-61072 Kharkov Ukraine;

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正文语种 eng
中图分类杂环化合物;
关键词
acetylacetone; acetoacetic ester; arylglyoxal hydrates; 4; 5-dihydropyrroles; domino reactions;

机译：乙酰丙酮;乙酰乙酸酯;芳基乙醛水合物;4;5-二氢吡咯;多米诺反应;

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1. One-pot diastereoselective synthesis of functionalized 4,5-dihydropyrroles by reactions of arylglyoxals, beta-dicarbonyl compounds, and aromatic amines [J] . Kolos Nadezhda N., Karpan Sergey A., Omelchenko Irina V., Chemistry of heterocyclic compounds . 2019,第9期

机译：芳基乙醛，β-二羰基化合物和芳族胺反应的官能化4,5-二氢吡咯的单壶非对映选择性合成
2. An efficient one-pot synthesis of polyfunctionalized 2H-pyrroline derivatives by reaction of beta-enaminocarbonyls, arylglyoxals and amines [J] . Masoudi Mozhgan, Anary-Abbasinejad Mohammad, Mohammadi Marziyeh Journal of the Iranian Chemical Society . 2016,第2期

机译：通过β-烯氨基羰基，芳基乙二醛和胺的反应有效地一锅合成多官能化2H-吡咯啉衍生物
3. Efficient one-pot synthesis of functionalized piperidine scaffolds via ZrOCl2·8H2O catalyzed tandem reactions of aromatic aldehydes with amines and acetoacetic esters [J] . Sarita Mishra, Rina Ghosh Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2011,第22期

机译：通过ZrOCl2·8H2O催化的芳族醛与胺和乙酰乙酸酯的串联反应有效地一锅法合成官能化哌啶骨架
4. Utilization of Chelated Germyl Enolates toward Synthesis of Functionalized Compounds: Diastereoselective Aldol Reaction and Transformation of Germanium-Carbon Bond [C] . Yohei Minami, Akihito Konishi, Makoto Yasuda 日本化学会春季年会講演予稿集 . 2018

机译：利用螯合衍生物掺入官能化化合物的合成：非对映选择性醛醇反应和锗 - 碳键的转化
5. Part I. Diastereoselective reductions of cyclic N-diphenylphosphinyl imines to N-diphenylphosphinyl amines using amine boranes. Part II. Studies directed towards the synthesis and reaction of phosphinyl enamides. [D] . Rutkowsky, Susan A. 2000

机译：第一部分：使用胺硼烷将环状N-二苯基膦基亚胺非对映选择性还原为N-二苯基膦基胺。第二部分研究针对次膦酰基烯酰胺的合成和反应。
6. One-pot selective synthesis of azoxy compounds and imines via the photoredox reaction of nitroaromatic compounds and amines in water [O] . Hao Tan, XingChen Liu, JiHu Su, -1

机译：通过水中硝基芳香族化合物与胺类的光氧化还原反应一锅法选择性地合成乙氧基化合物和亚胺
7. Synthesis of pyrazolopyridine and pyrazoloquinoline derivatives by one-pot, three-component reactions of arylglyoxals, 3-methyl-1-aryl-1H-pyrazol-5-amines and cyclic 1,3-dicarbonyl compounds in the presence of tetrapropylammonium bromide [O] . Ahmad Poursattar Marjani, Jabbar Khalafy, Somayeh Akbarzadeh 2019

机译：在四丙基溴铵存在下，通过单罐，三分组分反应，三分组分反应合成吡唑吡啶和吡唑喹啉衍生物，3-甲基-1-芳基-1H-吡唑-5-胺和环状1,3-二羰基化合物
8. Reduction of Coal, Coal Oils and Functionalized Aromatic Compounds Derived from Coal by Calcium in Amines: Final Report, January 1, 1986-March 31, 1989 [R] . Benkeser, R. A. 1989

机译：用胺中的钙还原煤，煤油和功能化芳烃化合物：最终报告，1986年1月1日 - 1989年3月31日

One-pot diastereoselective synthesis of functionalized 4,5-dihydropyrroles by reactions of arylglyoxals, beta-dicarbonyl compounds, and aromatic amines

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