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Synfacts 2008(7): 0768-0768  
DOI: 10.1055/s-2008-1078441
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Propargylamines Catalyzed by Nanocrystalline Copper(II) Oxide

Contributor(s): Yasuhiro Uozumi, Yutaka Matsuura
M. L. Kantam*, S. Laha, J. Yadav, S. Bhargava
Indian Institute of Chemical Technology, Hyderabad, India and RMIT University, Melbourne, Australia
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Publication History

Publication Date:
20 June 2008 (online)

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Significance

Three-component coupling of aldehydes 1, amines 2, and alkynes 3 took place in the presence of nanocrystalline copper oxide (nano CuO, 10 mol%; aldehyde:amine:alkyne = 1:1.3:1.5) to give the corresponding propargyl­amines 4 in up to 85% yield (15 examples). This catalyst was separated from the reaction mixture by centrifugation, and reused three times in the three-component coupling of benzaldehyde, piperidine, and phenylacetylene (76-82% yield).