Tandem Protocol for the Synthesis of Pyrano[3,2- c]quinolone Derivatives Using Taurine as a Green Bio-Organic Catalyst in Aqueous Medium

J Org Chem. 2022 Nov 4;87(21):13734-13743. doi: 10.1021/acs.joc.2c01403. Epub 2022 Oct 3.

Abstract

A series of pyrano[3,2-c]quinolone derivatives has been synthesized in the presence of taurine (2-aminoethanesulfonic acid) as a green bio-organic catalyst and water as the solvent. The target compounds were synthesized through the three-component reaction between aldehydes, malononitrile/ethylcyanoacetate, and 4-hydroxy-1-methyl-2(1H)-quinolone. The advantages of this protocol are excellent yields of products, short reaction times, cost efficiency, atom economy, and a simple work-up procedure with no need for extra purification techniques. Moreover, the catalyst can be easily recovered and reused for up to three cycles without losing any significant activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Quinolones*
  • Solvents
  • Taurine*
  • Water

Substances

  • Taurine
  • Quinolones
  • Water
  • Solvents