Room-temperature copper-catalyzed alpha-arylation of malonates

Org Lett. 2007 Aug 16;9(17):3469-72. doi: 10.1021/ol701473p. Epub 2007 Jul 18.

Abstract

An effective method in targeting alpha-aryl malonates is reported. In the presence of a catalytic amount of 2-picolinic acid and CuI, the coupling of aryl iodides with diethyl malonate proceeds smoothly even at room temperature. The high levels of functional group compatibility and exceptionally mild reaction conditions offer this an attractive protocol in accessing a variety of arylated malonates.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Copper / chemistry
  • Hydrocarbons, Aromatic / chemistry*
  • Hydrocarbons, Iodinated / chemistry
  • Malonates / chemistry*
  • Temperature

Substances

  • Hydrocarbons, Aromatic
  • Hydrocarbons, Iodinated
  • Malonates
  • diethyl malonate
  • Copper
  • malonic acid