Copper-Catalyzed Dual Cyclization for the Synthesis of Quinindolines

Hung Kai Wang, Yu Lun Chio, Gangaram Pallikonda, Hsyueh Liang Wu, Haw Lih Su, Jen Chieh Hsieh

Research output: Contribution to journalArticlepeer-review

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.

Original languageEnglish
JournalMolecules (Basel, Switzerland)
Volume25
Issue number22
DOIs
Publication statusPublished - 2020 Nov 13

Keywords

  • copper-catalyzed
  • cyclization
  • N-heterocycle
  • natural alkaloid
  • quinindoline

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Copper-Catalyzed Dual Cyclization for the Synthesis of Quinindolines'. Together they form a unique fingerprint.

Cite this