Two Sonogashira coupling reactions can be used to make unsymmetrical diaryl alkynes by first using trimethylsilylacetylene. The trimethylsilyl protecting group can be removed by addition of fluoride (usually tetrabutylammonium fluoride, see Section 11.6). Show how such a sequence of reactions can be used to construct the following product when one reactant is phenyl iodide. S

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter24: Catalytic Carbon-carbon Bond Formation
Section: Chapter Questions
Problem 24.26P: The compound eutypine is an antibacterial agent isolated from the fungus Eutypa lata. This fungus...
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Two Sonogashira coupling reactions can be used to make unsymmetrical diaryl
alkynes by first using trimethylsilylacetylene. The trimethylsilyl protecting
group can be removed by addition of fluoride (usually tetrabutylammonium
fluoride, see Section 11.6). Show how such a sequence of reactions can be used
to construct the following product when one reactant is phenyl iodide.
S
Transcribed Image Text:Two Sonogashira coupling reactions can be used to make unsymmetrical diaryl alkynes by first using trimethylsilylacetylene. The trimethylsilyl protecting group can be removed by addition of fluoride (usually tetrabutylammonium fluoride, see Section 11.6). Show how such a sequence of reactions can be used to construct the following product when one reactant is phenyl iodide. S
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