Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 1, Pages 1164-1171Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c01720
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Funding
- Israel Science Foundation [1914/15]
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In this study, a visible-light-mediated benzylic C-H oxygenation reaction has been reported, which can take place at ambient temperature and air pressure with higher yield than current industrial conditions.
We report a visible-light-mediated benzylic C-H oxygenation reaction. The reaction is initiated by solar light or the blue LED activation of 9,10-dibromoanthracene in a reaction with oxygen and takes place at ambient temperature and air pressure. Secondary benzylic positions are oxygenated to ketones, while tertiary benzylic carbons are oxygenated to give hydroperoxides. Notably, cumene hydroperoxide is produced in a higher yield and at milder conditions than the currently employed industrial conditions.
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