80221-77-8Relevant academic research and scientific papers
Palladium-Catalyzed Three-Component Cascade Reaction of Nitriles: Synthesis of 2-Arylquinoline-4-carboxylates
Zhao, Zhiwei,Zeng, Ge,Chen, Yinan,Zheng, Jinming,Chen, Zhongyan,Shao, Yinlin,Zhang, Fangjun,Chen, Jiuxi,Li, Renhao
supporting information, p. 7955 - 7960 (2021/10/20)
A new method for converting easy availability starting materials 2-(2-oxoindolin-3-yl)acetonitrile, arylboronic acids, and alcohols into 2-arylquinoline-4-carboxylates is reported. The procedure involves a three-component addition/ring expansion/esterification reaction in the presence of Pd(II) catalyst with high functional group tolerance under mild conditions. In addition, the photophysical properties of the resulting product were investigated and exhibited excellent polarity-sensitive fluorescence properties and AIE property.
Ethyl lactate-involved three-component dehydrogenative reactions: Biomass feedstock in diversity-oriented quinoline synthesis
Wan, Jie-Ping,Yang, Lu
supporting information, p. 3074 - 3078 (2020/06/25)
Three-component reactions of ethyl/methyl lactate, anilines and aldehydes providing quinolines have been developed via simple iron(iii) chloride catalysis without using an additional organic medium or external oxidant. This three-component protocol shows
Triple zirconocene/br?nsted acid/CuO cooperative and relay catalysis system for tandem Mannich addition/C-C formative cyclization/oxidation
Luo, Yanlong,Sun, Huaming,Zhang, Weiqiang,Wang, Xiu,Xu, Shan,Zhang, Guofang,Jian, Yajun,Gao, Ziwei
, p. 28616 - 28625 (2017/07/10)
A new triple cooperative and relay catalysis system featuring the Mannich addition followed by C-C construction and oxydehydrogenation is described. The zirconocene dichloride and trimellitic acid synergic catalysis triggered the Mannich addition and C-C bond construction reactions, while CuO allowed relay catalysis for oxydehydrogenation. This novel strategy demonstrated superior activity for the synthesis of substituted quinolines from commercially available anilines, aldehydes and ketones. The corresponding substituted quinolines were synthesized with 32 examples in 90-96% yields under mild reaction conditions. A novel zirconocene-Br?nsted acid complex, generated in situ and acting as an active catalyst, was validated from the mechanistic studies.
Efficient synthesis of 3-arylaminopyrroline-2-ones by the tandem reaction of anilines and β,γ-unsaturated α-ketoesters
Wu, Yan-Chao,Liu, Li,Wang, Dong,Chen, Yong-Jun
, p. 949 - 955 (2007/10/03)
A concise and efficient synthetic approach to 3-arylaminopyrroline-2-ones from anilines and β,γ-unsaturated α-ketoesters in boiling dichloromethane has been developed. This protocol possesses many advantages such as short reaction time, high isolated yiel
THE REACTION OF IMIDOYL RADICALS WITH MULTIPLE CARBON-CARBON BONDS
Leardini, Rino,Nanni, Daniele,Tundo, Antonio,Zanardi, Giuseppe
, p. 637 - 642 (2007/10/02)
A general view on the reaction between imidoyl radicals and carbon-carbon double or triple bonds is given; the synthesis of substituted quinolines starting from imines and alkenes is described, pointing out the differences with respect to the analogous reaction performed with alkynes.
