Palladium-catalyzed arylation of malonates and cyanoesters using sterically hindered trialkyl- and ferrocenyldialkylphosphine ligands.

摘要: Palladium-catalyzed reactions of aryl bromides and chlorides with two common stabilized carbanions-enolates dialkyl malonates alkyl cyanoesters-are reported. An exploration the scope these was conducted, processes were shown to occur in a general fashion. Using P(t-Bu)(3) (1), pentaphenylferrocenyl ligand (Ph(5)C(5))Fe(C(5)H(4))P(t-Bu)(2) (2), or adamantyl (1-Ad)P(t-Bu)(2) (3), electron-poor electron-rich, sterically hindered unhindered react diethyl malonate, di-tert-butyl fluoromalonate, ethyl cyanoacetate, phenylcyanoacetate. Although alkylcyanoacetates did not halides using catalysts, same products formed conveniently one pot from diethylmalonate by cross-coupling an halide presence excess base subsequent alkylation.