Citation: Qing Lu Zhao, Lai Lai Wang. A novel ligand-free palladium catalytic system with SO₃H-functional ionic liquids as cocatalyst for amidocarbonylation reaction[J]. Chinese Chemical Letters, ;2008, 19(10): 1175-1178. doi: 10.1016/j.cclet.2008.07.005 shu

A novel ligand-free palladium catalytic system with SO₃H-functional ionic liquids as cocatalyst for amidocarbonylation reaction

Qing Lu Zhao ^a,b, ,
Lai Lai Wang ^a

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

Received Date: 31 March 2008

Effects of Lewis acid BF₃·OEt₂,and Brønsted 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 hydrosulfate[MIm(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 Brønsted acids.By using a ligand-free and weak corrosive catalyst in situ prepared form PdBr₂,LiBr·H₂O,and[MIm(CH₂)₄SO₃H][OTq,the amidocarbonylation of benzaldehyde,acetamide,and CO could proceed smoothly and afford N-acetyl-α-phenylglycine with yield of 58% in [C₆mim]PF₆ medium.
- Amidocarbonylation,
- Palladium,
- Ionic liquids,
- Benzaldehyde,
- N-Acyl-α-amino acid
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