title: A general and mild copper-catalyzed arylation of diethyl malonate.
abstract: [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.
authors.affiliation: Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
authors.forename: Edward J
authors.initials: EJ
authors.lastname: Hennessy
authors.forename: Stephen L
authors.initials: SL
authors.lastname: Buchwald
mesh_terms: D002384:Catalysis; D003300:Copper / Q000737:chemistry; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D006847:Hydrocarbons, Iodinated / Q000737:chemistry; D008314:Malonates / Q000737:chemistry*
chemical_list: D006841:Hydrocarbons, Aromatic; D006847:Hydrocarbons, Iodinated; D008314:Malonates; D003300:Copper; C030978:diethylmalonic acid