Efficient and Facile Synthesis of Chromenopyrano[2,3-b]pyridine Derivatives Catalyzed by Sodium Carbonate

Authors

  • Raziyeh Keshavarz
  • Mahnaz Farahi
  • Bahador Karami

DOI:

https://doi.org/10.17344/acsi.2020.6266

Keywords:

Chromenopyrano[2, 3-b]pyridine, pyrano[2, 3-c]chromene, dimethyl acetylenedicarboxylate, cyclohexanone

Abstract

In this research, a number of new and known chromenopyrano[2,3-b]pyridine derivatives have been prepared. Initially, according to the reported procedure, pyrano[2,3-c]chromene derivatives were synthesized by the reaction between 4-hydroxycoumarin, aromatic aldehydes and malononitrile using silica sodium carbonate (SSC) as the catalyst. Next, the prepared pyrano[2,3-c]chromenes were reacted by dimethyl acetylenedicarboxylate (DMAD) or cyclohexanone in the presence of sodium carbonate to produce chromenopyrano[2,3-b]pyridine derivatives. The presented protocol avoids the use of expensive catalysts and gives useful potentially bioactive heterocycles in excellent to high yields.

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Published

16.06.2021

Issue

Section

Organic chemistry