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Synfacts 2008(7): 0777-0777  
DOI: 10.1055/s-2008-1078436
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

A3-Coupling with Silica-Supported Copper Complex

Contributor(s): Yasuhiro Uozumi, Takao Osako
M. Wang, P. Li, L. Wang*
Huaibei Coal Teachers College and Shanghai Institute of Organic Chemistry, P. R. of China
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Publikationsdatum:
20. Juni 2008 (online)

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Significance

A silica-immobilized N-heterocyclic carbene copper(I) complex [SiO2-NHC-Cu(I)] was readily prepared in three steps. SiO2-NHC-Cu(I)-catalyzed three-component coupling reactions of aldehydes, alkynes, and amines (A3-coupling) under solvent-free conditions at room temperature to give the corresponding propargylamines in 43-96% yield (20 examples). The catalyst was recovered by simple filtration and reused nine times without loss of catalytic activity.