N. I. Simirskaya, N. V. Ignat'ev, M. Schulte, S. G. Zlotin, “Mannich Synthesis of Acetylenic Amino Alcohols in Aqueous Ionic Liquids”, Mendeleev Commun., 22:6 (2012), 317

Abstract: Terminal alkynols react with formaldehyde and secondary amines in aqueous ionic liquid [emim]HSO^–₄ in the presence of Cu(OAc) to afford the corresponding 1-(a-hydroxyalkyl)- or 1-(b-hydroxyalkyl)-2-(aminomethyl)acetylenes in better yields in comparison with the reaction in conventional organic solvents. The catalytic system can be easily recovered and recycled.

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