An efficient one-pot synthesis of pyrano[3,2-c]quinolin-2,5-dione derivatives catalyzed by L-proline

Molecules. 2012 Nov 22;17(12):13856-63. doi: 10.3390/molecules171213856.

Abstract

A series of 4-aryl-6-methyl-3,4-dihydro-2H-pyrano[3,2-c]quinolin-2,5(6H)-diones were synthesized via the three-component reactions of aromatic aldehydes, 4-hydroxy-1-methylquinolin-2(1H)-one, and Meldrum's acid catalyzed by L-proline. The structures of the products were identified by spectroscopic analysis. A mechanism for this three-component reaction catalyzed by L-proline was proposed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes* / chemistry
  • Catalysis
  • Dioxanes / chemistry
  • Hydroquinones* / chemical synthesis
  • Hydroquinones* / chemistry
  • Molecular Structure
  • Proline / chemistry*
  • Pyrans / chemistry*
  • Quinolones / chemistry*
  • Structure-Activity Relationship

Substances

  • Aldehydes
  • Dioxanes
  • Hydroquinones
  • Pyrans
  • Quinolones
  • Proline
  • Meldrum's acid