Synthesis of stilbene-fused 2'-hydroxychalcones and flavanones

Bioorg Chem. 2010 Aug;38(4):139-43. doi: 10.1016/j.bioorg.2010.04.001. Epub 2010 Apr 9.

Abstract

Synthesis of stilbene-fused chalcones and flavanones were successfully completed. Molecules were designed in a way to mimic the structural features of both "stilbene and chalcones" or "stilbene and flavanones" at the same time, and synthesized by three steps. Heck reactions of 3-bromobenzaldehyde with styrene derivatives gave corresponding (E)-stilbenes, which were reacted with acetophenones to furnish stilbene-fused 2'-hydroxychalcones under basic conditions. Finally, intramolecular cyclization reactions were performed to produce stilbene-fused flavanones.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chalcones / chemical synthesis*
  • Chalcones / chemistry
  • Cyclization
  • Flavanones / chemical synthesis*
  • Stilbenes / chemical synthesis*
  • Stilbenes / chemistry

Substances

  • Chalcones
  • Flavanones
  • Stilbenes
  • 2'-hydroxychalcone