Synfacts 2008(4): 0405-0405  
DOI: 10.1055/s-2008-1042820
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Direct Catalytic Synthesis of Ynamides from Alkynes

Contributor(s): Paul Knochel, Tobias Thaler
T. Hamada, X. Ye, S. S. Stahl*
University of Wisconsin-Madison, USA
Further Information

Publication History

Publication Date:
19 March 2008 (online)


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.