One-pot synthesis of furocoumarins via sequential Pd/Cu-catalyzed alkynylation and intramolecular hydroalkoxylation

Org Biomol Chem. 2010 Jun 28;8(13):3073-7. doi: 10.1039/c004233a. Epub 2010 May 18.

Abstract

A novel and rapid assembly of an interesting class of furocoumarins-4H-furo[3,2-c]chromen-4-ones has been successfully achieved using one-pot sequential coupling/cyclization strategy with easily available starting materials 3-bromo-4-acetoxycoumarins and terminal alkynes. The key synthesis involves Pd/Cu-catalyzed alkynylation with in situ prepared dialkynylzincs followed by intramolecular hydroalkoxylation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Catalysis
  • Copper / chemistry*
  • Cyclization
  • Furocoumarins / chemical synthesis*
  • Furocoumarins / chemistry*
  • Palladium / chemistry*

Substances

  • Alkynes
  • Furocoumarins
  • Palladium
  • Copper