Palladium--phosphinous acid-catalyzed Sonogashira cross-coupling reactions in water

Org Biomol Chem. 2004 Aug 7;2(15):2161-4. doi: 10.1039/b407773c. Epub 2004 Jun 30.

Abstract

A palladium--phosphinous acid-catalyzed Sonogashira cross-coupling reaction that proceeds in water under air atmosphere in the absence of organic co-solvents has been developed. Disubstituted alkynes have been prepared in up to 91% yield by POPd-catalyzed coupling of various aryl halides including chlorides in the presence of tetrabutylammonium bromide and pyrrolidine or NaOH.

MeSH terms

  • Air
  • Alkynes / chemistry
  • Atmosphere
  • Catalysis
  • Chlorides / chemistry
  • Cross Reactions
  • Hydrocarbons, Halogenated / chemistry
  • Organic Chemicals
  • Palladium / chemistry*
  • Phosphorus Acids / chemistry*
  • Pyrrolidines / chemistry
  • Quaternary Ammonium Compounds / chemistry
  • Sodium Hydroxide / chemistry
  • Solvents / chemistry
  • Water / chemistry*

Substances

  • Alkynes
  • Chlorides
  • Hydrocarbons, Halogenated
  • Organic Chemicals
  • Phosphorus Acids
  • Pyrrolidines
  • Quaternary Ammonium Compounds
  • Solvents
  • Water
  • Sodium Hydroxide
  • Palladium
  • tetrabutylammonium
  • pyrrolidine