A copper-catalyzed C-N bond formation involving sp-hybridized carbons. A direct entry to chiral ynamides via N-alkynylation of amides

Michael O. Frederick; Jason A. Mulder; Michael R. Tracey; Richard P. Hsung; Jian Huang; Kimberly C.M. Kurtz; Lichun Shen; Christopher J. Douglas

doi:10.1021/ja021304j

A copper-catalyzed C-N bond formation involving sp-hybridized carbons. A direct entry to chiral ynamides via N-alkynylation of amides

Michael O. Frederick, Jason A. Mulder, Michael R. Tracey, Richard P. Hsung, Jian Huang, Kimberly C.M. Kurtz, Lichun Shen, Christopher J. Douglas

Chemistry (Twin Cities)

Research output: Contribution to journal › Article › peer-review

206 Scopus citations

Abstract

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.

Original language	English (US)
Pages (from-to)	2368-2369
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	125
Issue number	9
DOIs	https://doi.org/10.1021/ja021304j
State	Published - Mar 5 2003

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10.1021/ja021304j

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A copper-catalyzed C-N bond formation involving sp-hybridized carbons. A direct entry to chiral ynamides via N-alkynylation of amides. / Frederick, Michael O.; Mulder, Jason A.; Tracey, Michael R.; Hsung, Richard P.; Huang, Jian; Kurtz, Kimberly C.M.; Shen, Lichun; Douglas, Christopher J.

In: Journal of the American Chemical Society, Vol. 125, No. 9, 05.03.2003, p. 2368-2369.

Research output: Contribution to journal › Article › peer-review

Frederick, Michael O. ; Mulder, Jason A. ; Tracey, Michael R. ; Hsung, Richard P. ; Huang, Jian ; Kurtz, Kimberly C.M. ; Shen, Lichun ; Douglas, Christopher J. / A copper-catalyzed C-N bond formation involving sp-hybridized carbons. A direct entry to chiral ynamides via N-alkynylation of amides. In: Journal of the American Chemical Society. 2003 ; Vol. 125, No. 9. pp. 2368-2369.

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abstract = "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.",

author = "Frederick, {Michael O.} and Mulder, {Jason A.} and Tracey, {Michael R.} and Hsung, {Richard P.} and Jian Huang and Kurtz, {Kimberly C.M.} and Lichun Shen and Douglas, {Christopher J.}",

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AU - Kurtz, Kimberly C.M.

AU - Shen, Lichun

AU - Douglas, Christopher J.

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