Concepedia

Copper-Catalyzed Alkyne−Aryne and Alkyne−Alkene−Aryne Coupling Reactions

Chunsong Xie, Leifang Liu, Yuhong Zhang, Peixin Xu

Organic Letters · 2008 · 82 citations · 55 references

DOI

Concepts

Abstract

The efficient copper-catalyzed two-component coupling reaction of alkynes with arynes and the three-component coupling reaction of alkynes with allylic chlorides and arynes have been developed. Copper acetylide was postulated as a transient intermediate for the initiation of the coupling reactions.

References

55

Ruthenium-Catalyzed Cycloaddition of Alkynes and Organic Azides

Li Zhang, Xinguo Chen, Peng Xue et al. · Journal of the American Chemical Society · 2005 · 1.1K citations

, , +13

FLUORIDE-INDUCED 1,2-ELIMINATION OF <i>O</i>-TRIMETHYLSILYLPHENYL TRIFLATE TO BENZYNE UNDER MILD CONDITIONS

Yoshio Himeshima, Takaaki Sonoda, Hiroshi Kobayashi · Chemistry Letters · 1983 · 928 citations

, , +3

Pd(PhCN)<sub>2</sub>Cl<sub>2</sub>/P(<i>t</i>-Bu)<sub>3</sub>:  A Versatile Catalyst for Sonogashira Reactions of Aryl Bromides at Room Temperature

Thomas Hundertmark, Adam F. Littke, Stephen L. Buchwald et al. · Organic Letters · 2000 · 427 citations

, , +9

The First Applications of Carbene Ligands in Cross-Couplings of Alkyl Electrophiles:  Sonogashira Reactions of Unactivated Alkyl Bromides and Iodides

Matthias Eckhardt, Gregory C. Fu · Journal of the American Chemical Society · 2003 · 424 citations

, , +16

Highly Selective Room-Temperature Copper-Catalyzed C−N Coupling Reactions

Alexandr Shafir, Stephen L. Buchwald · Journal of the American Chemical Society · 2006 · 420 citations

, , +14