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)

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

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.}",

year = "2003",

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language = "English (US)",

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T1 - A copper-catalyzed C-N bond formation involving sp-hybridized carbons. A direct entry to chiral ynamides via N-alkynylation of amides

AU - Frederick, Michael O.

AU - Mulder, Jason A.

AU - Tracey, Michael R.

AU - Hsung, Richard P.

AU - Huang, Jian

AU - Kurtz, Kimberly C.M.

AU - Shen, Lichun

AU - Douglas, Christopher J.

PY - 2003/3/5

Y1 - 2003/3/5

N2 - 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.

AB - 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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DO - 10.1021/ja021304j

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AN - SCOPUS:0037420370

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JF - Journal of the American Chemical Society

IS - 9

ER -

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

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