Expeditious entry to novel 2-methylene-2,3-dihydrofuro[3,2-c] chromen-2-ones from 6-chloro-4-hydroxychromen-2-one and propargylic alcohols

Molecules. 2011 Aug 2;16(8):6470-80. doi: 10.3390/molecules16086470.

Abstract

A catalytic system consisting of the ruthenium(II) complex [Ru(η³-2-C3H4Me)(CO)(dppf)][SbF6] (dppf=1,1'-bis(diphenylphosphino)ferrocene) and trifluoroacetic acid has been used to promote the coupling of secondary propargylic alcohols with 6-chloro-4-hydroxychromen-2-one. The reactions afforded unusual 2-methylene-2,3-dihydrofuro[3,2-c]chromen-2-ones in good yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry
  • Biological Products / chemical synthesis*
  • Carbohydrate Conformation
  • Catalysis
  • Chemistry, Organic / methods*
  • Coumarins / chemical synthesis*
  • Crystallography, X-Ray
  • Ferrous Compounds / chemistry
  • Hot Temperature
  • Magnetic Resonance Spectroscopy
  • Metallocenes
  • Microwaves
  • Organometallic Compounds / chemical synthesis*
  • Phosphines / chemistry
  • Propanols / chemistry
  • Ruthenium / chemistry
  • Trifluoroacetic Acid / chemistry

Substances

  • Alkynes
  • Biological Products
  • Coumarins
  • Ferrous Compounds
  • Metallocenes
  • Organometallic Compounds
  • Phosphines
  • Propanols
  • Ruthenium
  • Trifluoroacetic Acid
  • propargyl alcohol
  • 1,1'-bis(diphenylphosphino)ferrocene