Mild and general conditions for the cross-coupling of aryl halides with pentafluorobenzene and other perfluoroaromatics
Mild and general conditions for the cross-coupling of aryl halides with pentafluorobenzene and other perfluoroaromatics
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DOI：
10.1021/ol0619967
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发表时间：
2006-10-26
期刊：
影响因子：
5.2
通讯作者：
Fagnou, Keith
中科院分区：
文献类型：
--
作者：
Lafrance, Marc;Shore, Daniel;Fagnou, Keith
介绍了五氟苯与空间位阻的芳基溴和芳基氯直接芳基化的新反应条件。这些反应在温和的条件下以高产率发生。值得注意的是，该反应可以在80 ℃下在乙酸异丙酯中进行，催化剂通过Pd（OAc）（2）和S-Phos的原位混合产生。这些转化范围的扩大应进一步减少在构建全氟芳烃时使用五氟苯硼酸的需要。
New reaction conditions are described that enable the direct arylation of pentafluorobenzene with sterically encumbered aryl bromides and aryl chlorides. These reactions occur in high yield and under mild conditions. Notably, the reactions can be performed at 80 C in isopropyl acetate with a catalyst generated by the in situ mixing of Pd(OAc)(2) and S-Phos. The enhanced scope of these transformations should further reduce the need to use pentafluorophenylboronic acid in the construction of perfluoroarenes.