Facile synthesis of new pyrano[3,2-c]quinolones via the reaction of quinolin-2-ones with ethene-1,2,3,4-tetracarbonitrile

  • Ashraf A. Aly*
  • , Hisham A.Abd El-Naby
  • , Essam Kh Ahmed
  • , Raafat M. Shaker
  • , Sageda A. Gedamy
  • , Martin Nieger
  • , Stefan Bräse
  • , Lamiaa E.Abd El-Haleem
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

Synthesis of heteroannulated pyrano[3,2-c]quinolones was established starting from the reaction of 4-hydroxyquinolin-2-ones with ethene-1,2,3,4-tetracarbonitrile. Several conditions were carried out, and the corresponding product yields were illustrated. The neutral and non-polar condition was the best procedure for product formation. The structure of products was elucidated by NMR, IR, mass spectra, and elemental analysis. X-ray structure analysis was also used to elucidate the structure of the obtained products. The mechanism of products formation was also discussed. Graphical abstract: [Figure not available: see fulltext.]

Original languageEnglish
Pages (from-to)277-284
Number of pages8
JournalMonatshefte fur Chemie
Volume153
Issue number3
DOIs
StatePublished - Mar 2022
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2022, Springer-Verlag GmbH Austria, part of Springer Nature.

Keywords

  • 4-Hydroxyquinolin-2-ones
  • Ethene-1,2,3,4-tetracarbonitrile
  • Mechanism
  • Neutral and non-polar condition
  • X-ray structure analysis

ASJC Scopus subject areas

  • General Chemistry

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