期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 137, 期 4, 页码 1448-1451出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b00283
关键词
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资金
- DFG (IRTG Munster-Nagoya)
- DFG (IRTG Munster-Toronto)
- European Research Council under the European Community/ERC - European Regional Development Fund (ERDF) [25936]
- state of North Rhine-Westphalia, Germany
- Alfried Krupp von Bohlen und Halbach Foundation
The Rh(III)-catalyzed selective bromination and iodination of electron-rich heterocycles is reported. Kinetic investigations show that Rh plays a dual role in the bromination, catalyzing the directed halogenation and preventing the inherent halogenation of these substrates. As a result, this method gives highly selective access to valuable halogenated heterocycles with regiochemistry complementary to those obtained using uncatalyzed approaches, which rely on the inherent reactivity of these classes of substrates. Furans, thiophenes, benzothiophenes, pyrazoles, quinolones, and chromones can be applied.
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