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General and practical one-pot synthesis of dihydrobenzosiloles from styrenes.

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.

SUBMITTER: Kuznetsov A 

PROVIDER: S-EPMC3376386 | biostudies-literature | 2012 Feb

REPOSITORIES: biostudies-literature

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General and practical one-pot synthesis of dihydrobenzosiloles from styrenes.

Kuznetsov Alexey A   Gevorgyan Vladimir V  

Organic letters 20120124 3

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 al  ...[more]

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