A general and mild copper-catalyzed arylation of diethyl malonate.
[reaction: see text] A general method for the synthesis of alpha-aryl malonates is described. The coupling of an aryl iodide and diethyl malonate in the presence of Cs(2)CO(3) and catalytic amounts of copper(I) iodide and 2-phenylphenol affords the alpha-aryl malonate in good to excellent yields. The mild reaction conditions and high levels of functional group compatibility make this an attractive synthetic alternative to previous methods.
Hennessy
Edward J
EJ
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
Buchwald
Stephen L
SL
D002384:Catalysis; D003300:Copper / Q000737:chemistry; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D006847:Hydrocarbons, Iodinated / Q000737:chemistry; D008314:Malonates / Q000737:chemistry*
D006841:Hydrocarbons, Aromatic; D006847:Hydrocarbons, Iodinated; D008314:Malonates; D003300:Copper; C030978:diethylmalonic acid