CuI/L-proline-catalyzed coupling reactions of aryl halides with activated methylene compounds

Org Lett. 2005 Oct 13;7(21):4693-5. doi: 10.1021/ol0518838.

Abstract

[reaction: see text] The arylation of ethyl acetoacetate, ethyl benzoyl acetate, and diethyl malonate under the catalysis of CuI/L-proline in DMSO proceeds smoothly at 40-50 degrees C in the presence of Cs2CO3 to provide the 2-aryl-1,3-dicarbonyl compounds in good yields. Both aryl iodides and aryl bromides are compatible with these reaction conditions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzene Derivatives / chemical synthesis*
  • Benzene Derivatives / chemistry
  • Catalysis
  • Copper / chemistry*
  • Hydrocarbons, Halogenated / chemistry*
  • Iodides / chemistry*
  • Methane / chemistry*
  • Molecular Structure
  • Proline / chemistry*

Substances

  • Benzene Derivatives
  • Hydrocarbons, Halogenated
  • Iodides
  • Copper
  • cuprous iodide
  • Proline
  • Methane