Issue 20, 2010
From the journal:

Organic & Biomolecular Chemistry

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

Norihiro Tada,a   Kazunori Ban,a   Shin-ichi Hirashima,a   Tsuyoshi Miuraa  and  Akichika Itoh*a  

* Corresponding authors

a Gifu Pharmaceutical University, 1-25-4 Daigaku-nishi, Gifu 501-1196, Japan
E-mail: itoha@gifu-pu.ac.jp
Fax: +81-58-230-8108
Tel: +81-58-230-8108

Abstract

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.

Graphical abstract: Direct synthesis of α-bromoketones from alkylarenes by aerobic visible light photooxidation

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Article information

DOI
https://doi.org/10.1039/C0OB00101E
Article type
Paper
Submitted
10 May 2010
Accepted
08 Jul 2010
First published
25 Aug 2010

Org. Biomol. Chem., 2010,8, 4701-4704

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

N. Tada, K. Ban, S. Hirashima, T. Miura and A. Itoh, Org. Biomol. Chem., 2010, 8, 4701 DOI: 10.1039/C0OB00101E

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