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A novel ligand-free palladium catalytic system with SO3H-functional ionic liquids as cocatalyst for amidocarbonylation reaction
Authors:Qing Lu Zhao  Lai Lai Wang
Institution:a State Key Laboratory for Oxo Synthesis & Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, China;Graduate University of Chinese Academy of Sciences, Beijing 100039, China;b Graduate University of Chinese Academy of Sciences, Beijing 100039, China
Abstract:Effects of Lewis acid BF3·OEt2,and BrCnsted acids TsOH,CF3COOH,H3PO4,and HClO4 as cocatalyst respectively on the ligand-free palladium-catalyzed amidocarbonylation were investigated.SO3H-functional ionic liquids 1-methyl-3-(4-sulfonic acid)butylimidazolium hydrosulfateMIm(CH2)4SO3H]HSO4]and 1-methyl-3-(4-sulfonic acid)butyrlimidazolium triflate MIm(CH2)4SO3H]OTf]were firstly employed as cocatalysts instead of these Lewis acid and Bronsted acids.By using a ligand-free and weak corrosive catalyst in situ prepared form PdBr2,LiBr·H2O,andMIm(CH2)4SO3H]OTq,the amidocarbonylation of benzaldehyde,acetamide,and CO could proceed smoothly and afford N-acetyl-a-phenylglycine with yield of 58% in C6mim]PF6 medium.
Keywords:Amidocarbonylation  Palladium  Ionic liquids  Benzaldehyde
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