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

3 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

Fingerprint

Bearings (structural)
Alkynes
Cyanides
Benzene
Aldehydes
Gold
Nitrogen
Atoms
Electrons
aniline
carbostyril
propiolic acid

Keywords

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

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Gold-catalyzed post-Ugi alkyne hydroarylation for the synthesis of 2-quinolones. / Du, Xiaochen; Huang, Jianjun; Nechaev, Anton A.; Yao, Ruwei; Gong, Jing; Van Der Eycken, Erik V.; Pereshivko, Olga P.; Peshkov, Vsevolod A.

In: Beilstein Journal of Organic Chemistry, Vol. 14, 04.10.2018, p. 2572-2579.

Research output: Contribution to journalArticle

Du, X, Huang, J, Nechaev, AA, Yao, R, Gong, J, Van Der Eycken, EV, Pereshivko, OP & Peshkov, VA 2018, 'Gold-catalyzed post-Ugi alkyne hydroarylation for the synthesis of 2-quinolones', Beilstein Journal of Organic Chemistry, vol. 14, pp. 2572-2579. https://doi.org/10.3762/bjoc.14.234
Du, Xiaochen ; Huang, Jianjun ; Nechaev, Anton A. ; Yao, Ruwei ; Gong, Jing ; Van Der Eycken, Erik V. ; Pereshivko, Olga P. ; Peshkov, Vsevolod A. / Gold-catalyzed post-Ugi alkyne hydroarylation for the synthesis of 2-quinolones. In: Beilstein Journal of Organic Chemistry. 2018 ; Vol. 14. pp. 2572-2579.
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