有机化学 ›› 2014, Vol. 34 ›› Issue (1): 112-117.DOI: 10.6023/cjoc201310021 上一篇    下一篇

研究论文

CsOH/DMSO促进下卤代芳烃与酚的反应:一种合成二芳基醚的简便方法

陈平良, 陆世杰, 胡新根, 徐清   

  1. 温州大学化学与材料工程学院 温州 325035
  • 收稿日期:2013-10-16 修回日期:2013-11-18 出版日期:2014-01-25 发布日期:2013-11-25
  • 通讯作者: 胡新根,徐清 E-mail:hxgwzu@126.com; qing-xu@wzu.edu.cn
  • 基金资助:

    国家自然科学基金(Nos. 21073132,20902070)资助项目.

CsOH/DMSO Promoted Reactions of Aryl Halides with Phenols: A Convenient Method for the Synthesis of Diaryl Ethers

Chen Pingliang, Lu Shijie, Hu Xingen, Xu Qing   

  1. College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035
  • Received:2013-10-16 Revised:2013-11-18 Online:2014-01-25 Published:2013-11-25
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21073132, 20902070).

在氢氧化铯/二甲基亚砜(CsOH/DMSO)碱体系促进下,卤代芳烃与酚可在加热条件下直接反应,生成二芳基醚. 该反应无需使用过渡金属催化剂和配体,亦无需惰性气体保护,是一种简洁的绿色合成方法. 基于一系列实验结果,我们提出了经由苯炔进行的反应机理.

关键词: 卤代芳烃, 酚, 二芳基醚, 氢氧化铯, 二甲基亚砜(DMSO), 苯炔

The reactions of aryl halides with phenols promoted by CsOH/dimethyl sulfoxide (CsOH/DMSO) led to diaryl ethers. This method was free of transition metal catalysts and ligands, and could be performed without inert gas protection. Therefore, it was a concise and green synthetic method. Based on the experimental results, a mechanism involving the benzyne intermediates is supposed.

Key words: aryl halides, phenols, diaryl ethers, CsOH, dimethyl sulfoxide (DMSO), benzyne