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Synfacts 2008(4): 0405-0405
DOI: 10.1055/s-2008-1042820
DOI: 10.1055/s-2008-1042820
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Direct Catalytic Synthesis of Ynamides from Alkynes
T. Hamada, X. Ye, S. S. Stahl*
University of Wisconsin-Madison, USA
Further Information
Publication History
Publication Date:
19 March 2008 (online)
Significance
This article describes the first direct catalytic synthesis of ynamides from alkynes. The reaction proceeds under aerobic conditions with Cu(II) catalysis. Amidation was generally achieved with moderate to high yields for a broad range of substrates. Remarkably, pyrrolidinone does not efficiently react with phenylacetylene under the given conditions. Coupling with the electron-rich triisopropylacetylene, however, was observed.