Xu Tianlong, Zhang Ensheng, Wang Dejian, Wang Yan, Zou Yong
†Guangzhou Institute of Chemistry, Chinese Academy of Science, Guangzhou 510650, China.
§University of Chinese Academy of Sciences, Beijing 100039, China.
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。
