Visible-Light-Photoexcited Palladium-Catalyzed Silylmethylation of Benzyl Alcohol Derivatives

An intramolecular C–H silylmethylation of benzylic alcohol derivatives catalyzed by a visible-light-photoexcited palladium complex was developed. Irradiation of the palladium complex with blue LEDs resulted in efficient activation of a C–I bond, and subsequent intramolecular radical arylation afford...

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Bibliographic Details
Published in:Synlett 2023-04, Vol.34 (20), p.2451-2454
Main Authors: Mizoguchi, Haruki, Yoshida, Ryuji, Ikeda, Haruka, Sakakura, Akira
Format: Article
Language:English
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Summary:An intramolecular C–H silylmethylation of benzylic alcohol derivatives catalyzed by a visible-light-photoexcited palladium complex was developed. Irradiation of the palladium complex with blue LEDs resulted in efficient activation of a C–I bond, and subsequent intramolecular radical arylation afforded siloxacycle products. Selective protonation or oxidation of the C–Si bond of the cyclized materials afforded ortho-methylated and ortho-hydroxymethylated derivatives of the benzylic alcohol derivatives.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-0042-1752736