硫酸高铈铵（CAS）介导的具有酚取代基的二苯甲酮氧化反应，用于合成黄酮和相关产物。
Ceric Ammonium Sulfate (CAS) Mediated Oxidations of Benzophenones Possessing a Phenolic Substituent for the Synthesis of Xanthones and Related Products.
机构信息
Molecular Sciences Institute, School of Chemistry , University of the Witwatersrand , PO Wits 2050 , Johannesburg , South Africa.
出版信息
J Org Chem. 2019 Jan 4;84(1):150-160. doi: 10.1021/acs.joc.8b02503. Epub 2018 Dec 17.
Work previously published by our group described novel methodology for the synthesis of xanthones and related products from phenolic benzophenones in a reaction mediated by ceric ammonium sulfate (CAS). In this paper we further explore this novel reaction by subjecting an additional set of phenolic benzophenones to CAS to afford a range of compounds, including xanthones, 9 H-xanthen-2,9(4a H)-diones, 3 H-spiro[benzofuran-2,1'-cyclohexa[2,5]diene]-3,4'-diones, and biaryl compounds. A comparison of these reactions with the more commonly used oxidant ceric ammonium nitrate (CAN) was also conducted. Based on these results, greater insight into the reaction mechanism has been gained. In addition, the conversion of the synthesized xanthen-2,9(4a H)-diones to xanthones by treatment with sodium dithionite is described.
我们小组之前发表的工作描述了一种新的方法，通过硫酸高铈铵（CAS）介导的反应，从酚基二苯甲酮合成黄酮和相关产物。在本文中，我们通过将另一组酚基二苯甲酮用 CAS 处理，进一步探索了这一新反应，得到了一系列化合物，包括黄酮、9H-黄烷-2,9(4aH)-二酮、3H-螺[苯并呋喃-2,1'-环己二烯]-3,4'-二酮和联苯化合物。还比较了这些反应与更常用的氧化剂硝酸铈铵（CAN）的反应。基于这些结果，对反应机制有了更深入的了解。此外，还描述了通过用连二亚硫酸钠处理合成的黄烷-2,9(4aH)-二酮将其转化为黄酮。
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