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Synthesis of aryl- and vinylacetylene derivatives by copper-catalyzed reaction of aryl and vinyl iodides with terminal alkynes

✍ Scribed by Okuro, Kazumi; Furuune, Makoto; Enna, Masahiro; Miura, Masahiro; Nomura, Masakatsu

Book ID
120290724
Publisher
American Chemical Society
Year
1993
Tongue
English
Weight
706 KB
Volume
58
Category
Article
ISSN
0022-3263

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Copper-catalyzed coupling reaction of ar
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✍ Kazumi Okuro; Makoto Furuune; Masahiro Miura; Masakatsu Nomura πŸ“‚ Article πŸ“… 1992 πŸ› Elsevier Science 🌐 French βš– 104 KB

Coupling reaction of aryl and vinyl halides with terminal alkynes using a catalyst system of copper(I) iodide -triphenylphosphine proceeds efficiently in the presence of potassium carbonate to give the corresponding unsymmetrical acetylenes in good yield.

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## Abstract A copper‐catalyzed cross‐coupling reaction of alkynes with aryl iodides is described. The system tolerates a broad range of functional groups and enables the use of sterically demanding substrates with only 1.0–2.5 mol‐% of Cu~2~O and 1.0–2.5 mol‐% of xantphos as the catalyst.

Iron/copper-catalyzed C–C cross-coupling
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Synergic effect of iron and copper salts as catalysts for the Sonogashira-Hagihara cross-couplings of aryl iodides with terminal alkynes is demonstrated. High yields of cross-coupled products are obtained under conditions that are smoother than those using only CuI as catalyst. Furthermore no expens