A Copper-Catalyzed C−N Bond Formation Involving sp-Hybridized Carbons. A Direct Entry to Chiral Ynamides via N-Alkynylation of Amides

A copper-catalyzed new C−N bond formation involving a sp-hybridized carbon is described here leading to a facile entry for syntheses of chiral ynamides. This direct N-alkynylation of amides should have a significant impact on the future development of synthetic methodologies employing ynamides.

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Bibliographic Details
Published in:Journal of the American Chemical Society 2003-03, Vol.125 (9), p.2368-2369
Main Authors: Frederick, Michael O, Mulder, Jason A, Tracey, Michael R, Hsung, Richard P, Huang, Jian, Kurtz, Kimberly C. M, Shen, Lichun, Douglas, Christopher J
Format: Article
Language:English
Subjects:
Chemistry
Exact sciences and technology
Organic chemistry
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Description
Summary:A copper-catalyzed new C−N bond formation involving a sp-hybridized carbon is described here leading to a facile entry for syntheses of chiral ynamides. This direct N-alkynylation of amides should have a significant impact on the future development of synthetic methodologies employing ynamides.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja021304j