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Gold-catalyzed oxidative coupling reactions with aryltrimethylsilanes.

ABSTRACT: During continuing studies with a novel oxidative gold oxyarylation reaction, arylsilanes were found to be competent coupling partners, providing further evidence for an intramolecular electrophilic aromatic substitution mechanism. While providing yields complementary to those of the previously described boronic acid methods, the use of trimethylsilanes reduces the observation of homocoupling byproducts and allows for facile intramolecular coupling reactions.

SUBMITTER: Brenzovich WE

PROVIDER: S-EPMC2967413 | biostudies-literature | 2010 Nov

REPOSITORIES: biostudies-literature

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Gold-catalyzed oxidative coupling reactions with aryltrimethylsilanes.

Brenzovich William E WE Brazeau Jean-François JF Toste F Dean FD

Organic letters 20101101 21

During continuing studies with a novel oxidative gold oxyarylation reaction, arylsilanes were found to be competent coupling partners, providing further evidence for an intramolecular electrophilic aromatic substitution mechanism. While providing yields complementary to those of the previously described boronic acid methods, the use of trimethylsilanes reduces the observation of homocoupling byproducts and allows for facile intramolecular coupling reactions. ...[more]

PMID: 21028911

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