作者
Troels Dahl, Christian W Tornøe, Benny Bang‐Andersen, Poul Nielsen, Morten Jørgensen
发表日期
2008/2/15
期刊
Angewandte Chemie International Edition
卷号
47
期号
9
页码范围
1726-1728
出版商
WILEY‐VCH Verlag
简介
The formation of aromatic carbon–heteroatom bonds has traditionally been achieved by nucleophilic aromatic substitution or by the copper-mediated Ullman reaction.[1] The former type of chemistry is generally limited to activated substrates, whereas the latter often requires prolonged heating in the presence of excess copper salts. The palladium-catalyzed formation of aromatic CÀN bonds,[2] extensively developed by the groups of Hartwig and Buchwald, has provided a powerful alternative.[3] Whereas aryl amination has been optimized so that it is even applicable to aryl chlorides and activated phenols, the analogous formation of CÀO and CÀS bonds has attracted less attention. For a medicinal chemistry project, we have identified conditions that enable the formation of CÀS bonds from thiophenols and aryl iodides, and CÀN bonds from amines and aryl bromides using the same catalyst in a one-pot reaction. We …
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