An Efficient Catalytic System Based on Cul and Ionic Liquid for the Synthesis of Propargylamines Through One-Pot A3 Coupling Reactions

A series of ionic liquids were synthesized and their synergetic effects on the Cu catalyzed one-pot A(3) coupling reactions were investigated for the synthesis of propargylamines. The results showed that the combined catalytic system based on ionic liquid [MEA] [H2PO4 ] and CuI had excellent catalytic activity and selectivity for the target propargylamines, a series aromatic aldehyde with electro-withdrawing and donating groups and heteroaromatic aldehyde could all reach good to excellent isolated yields. This catalytic system benefit from mild reaction conditions and simple operation procedures, no volatile organic solvents and other additives were involved, and no inert gas protection were needed. In addition, the ionic liquid utilized in this work was easy to be prepared and its utilization made the catalytic system recyclable. All of these superiorities made this catalytic system efficient and eco-friendly for the synthesis of propargylamines. [GRAPHICS] .

Automated summary

A series of ionic liquids were synthesized and their synergetic effects on the Cu catalyzed one-pot A(3) coupling reactions were investigated for the synthesis of propargylamines. The combined catalytic system based on ionic liquid [MEA] [H2PO4 ] and CuI showed excellent catalytic activity and selectivity for propargylamine synthesis, achieving good to excellent yields for various aromatic and heteroaromatic aldehydes.