Copper-Catalyzed Dual Cyclization for the Synthesis of Quinindolines
Author | Wang, Hung Kai |
Author | Chio, Yu Lun |
Author | Pallikonda, Gangaram |
Author | Wu, Hsyueh Liang |
Author | Su, Haw Lih |
Author | Hsieh, Jen Chieh |
Available date | 2021-03-14T05:36:11Z |
Publication Date | 2020-11-13 |
Publication Name | Molecules (Basel, Switzerland) |
Identifier | http://dx.doi.org/10.3390/molecules25225303 |
Citation | Wang, H.-K.; Chio, Y.-L.; Pallikonda, G.; Wu, H.-L.; Su, H.-L.; Hsieh, J.-C. Copper-Catalyzed Dual Cyclization for the Synthesis of Quinindolines. Molecules 2020, 25, 5303. https://doi.org/10.3390/molecules25225303 |
Abstract | A synthetic approach to quinindoline derivatives by the Cu-catalyzed dual cyclization has been developed. This catalytic reaction is a practical method for the systematic synthesis of quinindoline core structure, which contains a limited-step synthetic strategy and can tolerant a wide variety of substituents. In addition, the mechanistic study reveals that the reaction initiates from a Lewis acid accelerated addition of aniline to nitrile and provides the indole substructure, and then the subsequent Cu-catalyzed C-N coupling reaction furnishes the quinoline subunit and affords the quinindoline structure. |
Language | en |
Publisher | MDPI |
Subject | copper-catalyzed cyclization N-heterocycle natural alkaloid quinindoline |
Type | Article |
Issue Number | 22 |
Volume Number | 25 |
ESSN | 1420-3049 |
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