General and Practical One-Pot Synthesis of Dihydrobenzosiloles from Styrenes

Alexey Kuznetsov, Vladimir Gevorgyan

Organic Letters · 2012 · 104 citations · 24 references

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Abstract

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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