Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 69, Issue 25, Pages 8971-8974Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo048746t
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A series of five structurally diverse vinyldimethylphenylsilanes have been shown to undergo a fluoride-free one-pot palladium-catalyzed cross-coupling reaction with phenyl iodide to give ipso coupled products in 62-86% yield. The limitations of this present protocol lie in the activation of Si-Ph vs protodesilylation by KOTMS/18-C-6, which seems sensitive to the sterics of cis substituents, but not geminal substituents.
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