- Multicomponent Tether Catalysis Synthesis of Highly Functionalized 4-(Pyridin-2-ylmethyl)-2-aminopyrroles via Cascade Reaction Is Accompanied by Decarboxylation
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A multicomponent tether catalysis protocol for the synthesis of 4-(pyridin-2-ylmethyl)-2-aminopyrroles (PMAPs) was constructed by simply refluxing a mixture of ethyl 2-(pyridin-2-yl)acetates 1 and various types of arylglyoxal monohydrates 2 and different heterocyclic ketene aminals 3 in EtOH solvent. Based on this reaction, a series of highly functionalized PMAPs were obtained through a novel cascade reaction accompanied by a decarboxylation mechanism. As a result, the pyridin-2-ylmethyl was successfully introduced in the target compounds, and a library of PMAPs were easily constructed using the cascade reaction described in this study. This protocol demonstrated that the most important feature was the decarboxylation reaction of the 2-(pyridin-2-yl)acetates 1, which can be used in the synthesis of pyridin-2-ylmethyl-substituted heterocycles, including pyrroles, pyridines, quinolones, and other heterocyclic compounds resembling those found in nature.
- Li, Kun,Chen, Li,Fan, Yun-Xiang,Wei, Yao,Yan, Sheng-Jiao
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p. 11971 - 11982
(2019/10/11)
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- Synthesis of Partially Reduced Imidazo[1,2- a ]pyridines through an Unprecedented Base-Mediated (4+2) Cyclization
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A water-mediated regioselective synthesis of 6,7-diaryl-5-oxo-2,3,5,6-tetrahydroimidazo[1,2-a]pyridine-6-carbonitriles was performed by the reaction of 2-[1-cyano-2,2-bis(methylsulfanyl)vinyl]benzonitrile with 1-aryl-2-(imidazolidin-2-ylidene)ethanones un
- Panwar, Rahul,Singh, Surjeet,Yadav, Pratik,Shaw, Ranjay,Kumar, Abhinav,Pratap, Ramendra
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p. 819 - 824
(2017/04/06)
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- Synthesis of imidazo[1,2-a]pyridines and pyrido[1,2-a]pyrimidines in water and their snar cyclizations
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Synthesis of tetrahydroimidazo[1,2-a]pyridines and tetrahydropyrido[1,2-a] pyrimidines by a one-pot and three component reaction of α-oxoketenedithioacetals, diamines and DMAD in water has been described. Different routes for accessing the desired compoun
- Chanu, Langpoklakpam Gellina,Singh, Thokchom Prasanta,Jang, Yong Ju,Yoon, Yong-Jin,Singh, Okram Mukherjee,Lee, Sang-Gyeong
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p. 994 - 1000
(2014/05/06)
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- Three-component synthesis of indanone-fused spirooxindole derivatives
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A simple, straightforward and versatile multicomponent protocol for the synthesis of indanone-fused spirooxindole derivatives has been developed. The strategy involves the one-pot three-component reaction of heterocyclic ketene aminals, 1H-indene-1,3(2H)-
- Chen, Xue-Bing,Liu, Xi-Ming,Huang, Rong,Yan, Sheng-Jiao,Lin, Jun
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supporting information
p. 4607 - 4613
(2013/07/26)
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- SYNTHESIS OF BENZOYL SUBSTITUTED HETEROCYCLIC KETENE AMINALS BY CONDENSATION OF BENZOYL KETENE MERCAPTALS WITH DIAMINES
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2-(Benzoylmethylene)imidazolidines 2 and 5, -hexahydropyrimidines 3 and 6, or -hexahydro-1H-1,3-diazepines 4 were synthesized by the reaction of benzoyl substituted ketene mercaptals 1 with diamines.
- Huang, Zhi-tang,Liu, Zhi-rong
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p. 943 - 958
(2007/10/02)
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- Synthesis of 2-(Benzoylmethylene)imidazolidines and -hexahydropyrimidines by Condensation of Ethyl Benzoylacetimidates With 1,2-Ethanediamine or 1,3-Propanediamine, and Some Addition Reactions
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Ethyl benzoylacetimidates react with 1,2-ethanediamine or 1,3-propanediamine in absolute ethanol to afford the 2-(benzoylmethylene)imidazolidines or -hexahydropyrimidines, respectively.The structure of these products as ketene aminals is confirmed by spec
- Huang, Zhi-tang,Liu, Zhi-rong
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p. 357 - 362
(2007/10/02)
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