Wang Zi, Orellana Arturo
Department of Chemistry, York University, 4700 Keele Street, Toronto, ON, M3J 1P3, Canada.
Chemistry. 2017 Aug 22;23(47):11445-11449. doi: 10.1002/chem.201702651. Epub 2017 Aug 1.
We report a new approach to the synthesis of meta-substituted phenols in which a single palladium catalyst accomplishes a Suzuki-Miyaura cross-coupling between a β-chlorocyclohexenone and an arylboronic acid, and oxidation of the resulting cyclohexenone to the corresponding phenol upon introduction of a terminal oxidant and electron transfer mediator. Notably, this method also allows ready access to ortho, meta-disubstituted phenols, sterically congested biaryl phenols, and more highly substituted phenols.
我们报道了一种合成间位取代苯酚的新方法，其中单一钯催化剂实现了β-氯环己烯酮与芳基硼酸之间的铃木-宫浦交叉偶联反应，并且在引入终端氧化剂和电子转移介质后，将所得环己烯酮氧化为相应的苯酚。值得注意的是，该方法还能够方便地合成邻、间二取代苯酚、空间位阻较大的联芳基苯酚以及取代度更高的苯酚。
