Organic Letters · 2012 · 104 citations · 24 references
Chemical EngineeringValuable BenzosilolesEngineeringNovel OrganocatalystsOne-pot SynthesisForming DihydrobenzosilolesOrganic ChemistryChemistrySynthesis MethodPractical One-pot SynthesisSynthetic ChemistryEnantioselective Synthesis
A one-pot synthesis of dihydrobenzosiloles from styrenes has been developed. The reaction involves the nickel-catalyzed hydrosilylation of styrene with diphenylsilane, followed by the iridium-catalyzed dehydrogenative cyclization. This method is efficient for both electron-rich and -deficient styrenes and exhibits good functional group tolerance, as well as excellent regioselectivity. The forming dihydrobenzosiloles can be efficiently converted into valuable benzosiloles or 2-hydroxyphenethyl alcohols.
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Tomonari Ureshino, Takuya Yoshida, Yoichiro Kuninobu et al. · Journal of the American Chemical Society · 2010 · 225 citations
Inorganic Chemistry, Chemical Engineering, Cross-coupling Reaction +11