微波条件下铜催化的连续羟基化及需氧氧化环醚化反应：通往2-芳基苯并呋喃-3-羧酸的途径
Cu-Catalyzed Consecutive Hydroxylation and Aerobic Oxidative Cycloetherification under Microwave Conditions: Entry to 2-Arylbenzofuran-3-carboxylic Acids.
作者信息
Xu Tianlong, Zhang Ensheng, Wang Dejian, Wang Yan, Zou Yong
机构信息
†Guangzhou Institute of Chemistry, Chinese Academy of Science, Guangzhou 510650, China.
§University of Chinese Academy of Sciences, Beijing 100039, China.
出版信息
J Org Chem. 2015 May 1;80(9):4313-24. doi: 10.1021/jo502802k. Epub 2015 Apr 16.
A convenient one-pot synthesis of 2-arylbenzofuran-3-carboxylic acids from (E)-2-(2-bromophenyl)-3-phenylacrylic acids via Cu-catalyzed consecutive hydroxylation and aerobic oxidative cycloetherification under microwave conditions has been developed. This protocol employed the reagent combination of Cu(OAc)2, 1,10-phen, and KOH in DMSO/H2O (1:1), all of which are cost-effective, readily available, and easily removable from the reaction mixture. Utilizing this synthetic protocol, various 2-arylbenzofuran-3-carboxylic acids as well as the natural product moracin M have been synthesized in satisfactory yields under mild conditions.
已开发出一种便捷的一锅法，在微波条件下通过铜催化的连续羟基化和有氧氧化环醚化反应，由（E）-2-（2-溴苯基）-3-苯基丙烯酸合成2-芳基苯并呋喃-3-羧酸。该方法采用了醋酸铜、1,10-菲咯啉和氢氧化钾在二甲基亚砜/水（1:1）中的试剂组合，这些试剂成本效益高、易于获得且易于从反应混合物中除去。利用该合成方法，在温和条件下以令人满意的产率合成了各种2-芳基苯并呋喃-3-羧酸以及天然产物桑色素M。
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