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Direct synthesis of α-bromoketones from alkylarenes by aerobic visible light photooxidation.

Organic & biomolecular chemistry (2010-08-27)
Norihiro Tada, Kazunori Ban, Shin-Ichi Hirashima, Tsuyoshi Miura, Akichika Itoh
ANOTACE

The direct synthesis of α-bromoketones from alkylarenes by aerobic photooxidation with hydrobromic acid is reported. The key success for this direct oxidative reaction is due to control of bromination with acetic acid and ethanol, which are generated in situ by solvolysis of ethyl acetate in the course of the reaction.

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Sigma-Aldrich
2-Bromo-4′-cyanoacetophenone, 96%
Sigma-Aldrich
Hydrobromic acid, 48 wt. % in H2O, ≥99.99%
Sigma-Aldrich
Hydrobromic acid, reagent grade, 48%
Sigma-Aldrich
Hydrobromic acid, ACS reagent, 48%