Gold-catalyzed post-Ugi alkyne hydroarylation for the synthesis of 2-quinolones

Xiaochen Du, Jianjun Huang, Anton A. Nechaev, Ruwei Yao, Jing Gong, Erik V. Van Der Eycken, Olga P. Pereshivko, Vsevolod A. Peshkov

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

A series of propargylamides containing an electron-rich benzene ring was prepared through the Ugi reaction of 3,5-dimethoxy-aniline with various propiolic acids, aldehydes and isocyanides. Subjecting these adducts to a gold-catalyzed intramolecular alkyne hydroarylation process allowed to efficiently construct the 2-quinolone core bearing a branched substituent on the nitrogen atom.

Original languageEnglish
Pages (from-to)2572-2579
Number of pages8
JournalBeilstein Journal of Organic Chemistry
Volume14
DOIs
Publication statusPublished - Oct 4 2018

Keywords

  • 2-quinolones
  • Gold catalysis
  • Hydroarylation
  • Ugi reaction

ASJC Scopus subject areas

  • Organic Chemistry

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  • Cite this

    Du, X., Huang, J., Nechaev, A. A., Yao, R., Gong, J., Van Der Eycken, E. V., Pereshivko, O. P., & Peshkov, V. A. (2018). Gold-catalyzed post-Ugi alkyne hydroarylation for the synthesis of 2-quinolones. Beilstein Journal of Organic Chemistry, 14, 2572-2579. https://doi.org/10.3762/bjoc.14.234