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A novel ligand-free palladium catalytic system with SO_3H-functional ionic liquids as cocatalyst for amidocarbonylation reaction

A novel ligand-free palladium catalytic system with SO_3H-functional ionic liquids as cocatalyst for amidocarbonylation reaction
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摘要 Effects of Lewis acid BF3·OEt2, and BrCnsted acids TsOH, CF3COOH, H3PO4, and HCIO4 as cocatalyst respectively on the ligand-free palladium-catalyzed amidocarbonylation were investigated. SO3H-functional ionic liquids 1-methyl-3-(4-sulfonic acid)butylimidazolium hydrosulfate [MIm(CH2)4803H][HSO4] and 1-methyl-3-(4-sulfonic acid)butylimidazolium triflate [MIm(CH2)4SO3H][OTf] were firstly employed as cocatalysts instead of these Lewis acid and Brφnsted acids. By using a ligand-free and weak corrosive catalyst in situ prepared form PdBr2, LiBr.H2O, and [MIm(CH2)4SO3H][OTf], the arnidocarbo- nylation of benzaldehyde, acetamide, and CO could proceed smoothly and afford N-acetyl-α-phenylglycine with yield of 58% in [C6mim]PF6 medium. Effects of Lewis acid BF3·OEt2, and BrCnsted acids TsOH, CF3COOH, H3PO4, and HCIO4 as cocatalyst respectively on the ligand-free palladium-catalyzed amidocarbonylation were investigated. SO3H-functional ionic liquids 1-methyl-3-(4-sulfonic acid)butylimidazolium hydrosulfate [MIm(CH2)4803H][HSO4] and 1-methyl-3-(4-sulfonic acid)butylimidazolium triflate [MIm(CH2)4SO3H][OTf] were firstly employed as cocatalysts instead of these Lewis acid and Brφnsted acids. By using a ligand-free and weak corrosive catalyst in situ prepared form PdBr2, LiBr.H2O, and [MIm(CH2)4SO3H][OTf], the arnidocarbo- nylation of benzaldehyde, acetamide, and CO could proceed smoothly and afford N-acetyl-α-phenylglycine with yield of 58% in [C6mim]PF6 medium.
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2008年第10期1175-1178,共4页 中国化学快报(英文版)
基金 the National Natural Science Foundation of China(No.20343005,20473107,20673130,and 20773147).
关键词 Amidocarbonylation PALLADIUM Ionic liquids BENZALDEHYDE N-Acyl-α-amino acid Amidocarbonylation Palladium Ionic liquids Benzaldehyde N-Acyl-α-amino acid
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