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Copper-Catalyzed Dual Cyclization for the Synthesis of Quinindolines.

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.

SUBMITTER: Wang HK 

PROVIDER: S-EPMC7696892 | biostudies-literature | 2020 Nov

REPOSITORIES: biostudies-literature

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Copper-Catalyzed Dual Cyclization for the Synthesis of Quinindolines.

Wang Hung-Kai HK   Chio Yu-Lun YL   Pallikonda Gangaram G   Wu Hsyueh-Liang HL   Su Haw-Lih HL   Hsieh Jen-Chieh JC  

Molecules (Basel, Switzerland) 20201113 22

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 subseq  ...[more]

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