Gold-Catalyzed Post-Ugi Cascade Transformation for the Synthesis of 2-Pyridones

Xiaochen Du, Jiafeng Yu, Jing Gong, Manzoor Zaman, Olga P. Pereshivko, Vsevolod A. Peshkov

Research output: Contribution to journalArticle

Abstract

A gold-catalyzed post-Ugi cascade transformation for the synthesis of 2-pyridones is described. The process involves furan–alkyne cyclization followed by furan ring-opening and cleavage of the isocyanide-originated fragment. The initially formed cis double bond can isomerize into a more stable trans double bond upon prolonged exposure to a strong Brønsted acid. Thus, the overall strategy provides a viable access towards two types of 2-pyridones.

Original languageEnglish
Pages (from-to)2502-2507
Number of pages6
JournalEuropean Journal of Organic Chemistry
Volume2019
Issue number14
DOIs
Publication statusPublished - Apr 16 2019

Fingerprint

furans
Gold
cleavage
cascades
fragments
gold
acids
rings
Cyclization
Cyanides
synthesis
Acids
2-hydroxypyridine
furan

Keywords

  • 2-Pyridones
  • Cascade transformations
  • Gold catalysis
  • Multicomponent reactions
  • Ugi reaction

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Gold-Catalyzed Post-Ugi Cascade Transformation for the Synthesis of 2-Pyridones. / Du, Xiaochen; Yu, Jiafeng; Gong, Jing; Zaman, Manzoor; Pereshivko, Olga P.; Peshkov, Vsevolod A.

In: European Journal of Organic Chemistry, Vol. 2019, No. 14, 16.04.2019, p. 2502-2507.

Research output: Contribution to journalArticle

Du, Xiaochen ; Yu, Jiafeng ; Gong, Jing ; Zaman, Manzoor ; Pereshivko, Olga P. ; Peshkov, Vsevolod A. / Gold-Catalyzed Post-Ugi Cascade Transformation for the Synthesis of 2-Pyridones. In: European Journal of Organic Chemistry. 2019 ; Vol. 2019, No. 14. pp. 2502-2507.
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