Molecular Sciences Institute, School of Chemistry, University of the Witwatersrand, PO Wits 2050, South Africa.
J Org Chem. 2010 Dec 17;75(24):8701-4. doi: 10.1021/jo101873v. Epub 2010 Nov 18.
Reaction of (2,4,5-trimethoxyphenyl)(2-hydroxyphenyl)methanone with ceric ammonium nitrate furnished the xanthone, 2,3-dimethoxy-9H-xanthen-9-one. Under the same conditions the related (1,4-dimethoxynaphthalen-2-yl)(2-hydroxyphenyl)methanone resulted in the formation of 12a-methoxy-5H-benzo[c]xanthenes 5,7(12aH)-dione. Other examples of this novel transformation are also outlined.
(2,4,5-三甲氧基苯基)(2-羟基苯基)甲酮与硝酸铈铵反应生成了黄烷酮,2,3-二甲氧基-9H-黄烷-9-酮。在相同条件下,相关的(1,4-二甲氧基萘-2-基)(2-羟基苯基)甲酮生成了 12a-甲氧基-5H-苯并[c]色烯-5,7(12aH)-二酮。还概述了这种新转化的其他实例。