铜介导的芳基碘化物的氟化反应。
Copper-mediated fluorination of aryl iodides.
机构信息
Department of Chemistry, University of California, Berkeley, California 94720, USA.
出版信息
J Am Chem Soc. 2012 Jul 4;134(26):10795-8. doi: 10.1021/ja304410x. Epub 2012 Jun 22.
Abstract
The synthesis of aryl fluorides has been studied intensively because of the importance of aryl fluorides in pharmaceuticals, agrochemicals, and materials. The stability, reactivity, and biological properties of aryl fluorides can be distinct from those of the corresponding arenes. Methods for the synthesis of aryl fluorides, however, are limited. We report the conversion of a diverse set of aryl iodides to the corresponding aryl fluorides. This reaction occurs with a cationic copper reagent and silver fluoride. Preliminary results suggest this reaction is enabled by a facile reductive elimination from a cationic arylcopper(III) fluoride.
摘要
芳基氟化物的合成一直受到广泛关注，因为其在医药、农化和材料领域都具有重要的应用价值。芳基氟化物的稳定性、反应活性和生物特性可能与相应的芳烃不同。然而，芳基氟化物的合成方法有限。我们报告了一组不同的芳基碘化物转化为相应的芳基氟化物的方法。该反应使用阳离子铜试剂和氟化银进行。初步结果表明，该反应是通过阳离子芳基三氟甲磺酸酯的易还原消除来实现的。
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