Infrared assisted production of 3,4-dihydro-2(1H)-pyridones in solvent-free conditions

Int J Mol Sci. 2011;12(4):2641-9. doi: 10.3390/ijms12042641. Epub 2011 Apr 18.

Abstract

A green approach for the synthesis of a set of ten 4-aryl substituted-5-alcoxy carbonyl-6-methyl-3,4-dihydro-2(1H)-pyridones using Meldrum's acid has been devised, the absence of solvent and the activation with infrared irradiation in addition to a multicomponent protocol are the main reaction conditions. The transformations proceeded with moderated yields (50-75%) with a reasonable reaction rate (3 h). It is worth noting that two novel molecules of the new class of the bis-3,4-dihydropyridones were also obtained. In addition, a comparison without the use of infrared irradiation was performed.

Keywords: Meldrum’s acid; dihydropyridones; green approach; infrared irradiation; multicomponent reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Green Chemistry Technology
  • Infrared Rays*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Pyridones / chemical synthesis
  • Pyridones / chemistry*
  • Solvents / chemistry

Substances

  • Pyridones
  • Solvents