New fluorescent trans-dihydrofluoren-3-ones from aldol-Robinson annulation-regioselective addition involved one-pot reaction

Org Biomol Chem. 2010 Nov 21;8(22):5048-52. doi: 10.1039/c0ob00401d. Epub 2010 Sep 6.

Abstract

An unexpected discovery of new trans-4-acetyl-1,9-dimethyl-4,4a-dihydro-3H-fluoren-3-ones from one pot reactions of benzaldehydes and acetylacetone is described. The synthetic mechanism and stereochemistry were discussed. These new derivatives exhibit good fluorescent properties in solutions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Cell Line, Tumor
  • Chemistry, Organic / methods*
  • Crystallography, X-Ray
  • Fluorenes / chemical synthesis*
  • Fluorenes / chemistry*
  • Fluorescence
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / chemistry*
  • Humans
  • Microscopy, Confocal
  • Spectrometry, Fluorescence
  • Spectrophotometry, Ultraviolet
  • Stereoisomerism

Substances

  • Aldehydes
  • Fluorenes
  • Fluorescent Dyes
  • 3-hydroxybutanal