Synthesis of novel imidazole-based triheterocycles?via a domino Ugi/Michael reaction and silver-catalyzed heteroannulation

Zhenghua Li; Yaping Zhao; Guilong Tian; Yi He; Gonghua Song; Luc Van Meervelt; Erik V. Van der Eycken

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Synthesis of novel imidazole-based triheterocycles?via a domino Ugi/Michael reaction and silver-catalyzed heteroannulation

机译：通过多米诺UGI /迈克尔反应和银催化异质循环的基于新型咪唑基三潮循环的合成

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An efficient and diversity-oriented synthetic strategy for novel triheterocyclic imidazo-pyrrolo-pyrazine/diazepine/diazocine derivatives is elaborated. The process utilizes a domino four-component Ugi reaction/Michael reaction of imidazole-2-carbaldehyde, propargyl amines, 2-alkynoic acids and isonitriles to deliver functionalized imidazole-pyrrolones, which upon a silver-catalyzed heteroannulation in aqueous medium under microwave irradiation furnishes the desired triheterocycles in good to excellent yields.

机译：阐述了一种高效且多样性的新型三态环酰亚胺咪唑 - 吡咯基/二氮杂胺/二佐胺衍生物的合成策略。该方法利用咪唑-2-碳甲醛，丙基胺，2-烷基甲酸和异腈的多米诺四组分UGI反应/迈克尔反应，得到官能化咪唑 - 吡咯酮，其在微波辐射装备下的含银催化的异质型杂液中所需的三元循环源于优异的产量。

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《RSC Advances》 |2016年第105期|共5页
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Zhenghua Li; Yaping Zhao; Guilong Tian; Yi He; Gonghua Song; Luc Van Meervelt; Erik V. Van der Eycken;
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1. Synthesis of novel imidazole-based triheterocycles via a domino Ugi/Michael reaction and silver-catalyzed heteroannulation [J] . Li Zhenghua, Zhao Yaping, Tian Guilong, RSC Advances . 2016,第105期

机译：通过多米诺骨牌Ugi / Michael反应和银催化的杂化合成基于咪唑的新型三杂环
2. Asymmetric Synthesis of Chiral Pyrrolizine-Based Triheterocycles by Organocatalytic Cascade Aza-Michael–Aldol Reactions [J] . Hyo-Jun Lee, Chang-Woo Cho European journal of organic chemistry . 2014,第2期

机译：有机催化级联Aza-Michael-Aldol反应的不对称合成基于手性吡咯嗪的三杂环
3. Synthesis of 1-(1H-Tetrazol-5-yl)-2H-isoindole Derivatives through Ugi Four- Component and Silver-Catalyzed Reactions [J] . Ran Wu, Shang Gao, Xu Chen, European journal of organic chemistry . 2014,第16期

机译：通过Ugi四组分和银催化反应合成1-（1H-替硝唑-5-基）-2H-异吲哚衍生物
4. Diversity-Oriented Synthesis of 2,5-diketopiperazines via Ugi/6-Exo-Trig Aza-Michael Reaction Cascades in One Pot [C] . Tianyi Shang, Yan Pan, Zhong Chen International Conference on Advanced Composite Materials and Manufacturing Engineering . 2020

机译：通过UGI / 6-EXO-Trig AZA-Michael反应在一个锅中的多样性化合成2,5-二酮哌嗪
5. Rhodium-dicarbon monoxide-chloride-catalyzed allylic substitution reactions and domino sequences and application of the Pauson-Khand reaction to the synthesis of azabicyclic structures: Total synthesis of (-)-alstonerine [D] . Miller, Kenneth Aaron 2007

机译：铑-一氧化碳-氯化物催化的烯丙基取代反应和多米诺骨牌序列以及Pauson-Khand反应在氮杂双环结构合成中的应用：（-）-alstonerine的总合成
6. Asymmetric Synthesis of Tetrahydropyridines via anOrganocatalytic One-Pot Multicomponent Michael/Aza-Henry/CyclizationTriple Domino Reaction [O] . Marcus Blümel, Pankaj Chauhan, Robert Hahn, -1

机译：通过不对称合成四氢吡啶有机催化一锅多组分Michael / Aza-Henry /环化三重多米诺骨牌反应
7. An expedient general synthesis of pyrrolo[3,2-e]indazoles: domino Sonogashira/Cacchi coupling-heteroannulation reactions [O] . Sujoy K. Barik, Moumita Rakshit, Gandhi K. Kar, 2014

机译：吡咯并[3,2-e]吲唑的一般合成：多米诺sonogashira / Cacchi偶联 - 杂环化反应

Synthesis of novel imidazole-based triheterocycles?via a domino Ugi/Michael reaction and silver-catalyzed heteroannulation

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