Concepedia

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

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

ChemInform · 2003 · 184 citations · 24 references

DOIFull text

Open access

Concepts

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.

References

24

Tetrahedron report number 163

James T. Lindley · Tetrahedron · 1984 · 2.2K citations

, , +1

A General and Efficient Copper Catalyst for the Amidation of Aryl Halides

Artis Klapars, Xiaohua Huang, Stephen L. Buchwald · Journal of the American Chemical Society · 2002 · 842 citations

, , +15

Simple, Efficient Catalyst System for the Palladium-Catalyzed Amination of Aryl Chlorides, Bromides, and Triflates

John P. Wolfe, Hiroshi Tomori, Joseph P. Sadighi et al. · The Journal of Organic Chemistry · 2000 · 683 citations

, , +16

Recent advances in the chemistry of ynamines and ynamides

Craig A. Zificsak, Jason A. Mulder, Richard P. Hsung et al. · Tetrahedron · 2001 · 301 citations

, , +3

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, Richard P. Hsung et al. · Journal of the American Chemical Society · 2003 · 226 citations

, , +7