Gigant Nicolas, Bäckvall Jan-E
Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, 106 91 Stockholm (Sweden), Fax: (+46) 8-154-908.
Chemistry. 2014 May 12;20(20):5890-4. doi: 10.1002/chem.201402063. Epub 2014 Mar 12.
The synthesis of 3-aryl-2-cyclohexenones is a topic of current interest as they are not only privileged structures in bioactive molecules, but they are also relevant feedstocks for the synthesis of substituted phenols or anilines, which are ubiquitous structural elements both in drug design and medicinal chemistry. A simple and sustainable one-pot aerobic double dehydrogenative reaction under mild conditions for the introduction of arenes in the β-position of cyclic ketones has been developed. Starting from the corresponding saturated ketone, this reaction sequence proceeds under relatively low Pd catalyst loading and involves catalytic amounts of electron-transfer mediators (ETMs) under ambient oxygen pressure.
3-芳基-2-环己烯酮的合成是当前备受关注的课题，因为它们不仅是生物活性分子中的优势结构，而且还是合成取代酚或苯胺的重要原料，而取代酚或苯胺在药物设计和药物化学中都是普遍存在的结构单元。已经开发出一种简单且可持续的一锅法需氧双脱氢反应，该反应在温和条件下可将芳烃引入环状酮的β位。从相应的饱和酮开始，该反应序列在相对较低的钯催化剂负载量下进行，并且在环境氧气压力下涉及催化量的电子转移介质（ETM）。
