中华医学超声杂志

应用化学 ›› 2011, Vol. 28 ›› Issue (10): 1179-1183.DOI: 10.3724/SP.J.1095.2011.00647

• 研究论文 • 上一篇    下一篇

碘化亚铜/乙二胺催化氮杂环化合物的N-芳基化反应

胡帅帅,郭海昌*,蒋华江,郑人华   

  1. (台州学院医化学院 临海 317000)
  • 收稿日期:2010-11-01 修回日期:2010-12-31 出版日期:2011-10-10 发布日期:2011-10-10
  • 通讯作者: 郭海昌，讲师; Tel:0576-85137265; Fax:0576-85137182; E-mail:hc.g@163.com; 研究方向：有机合成

N-Arylation of Nitrogen Heterocycles Catalyzed by Copper(Ⅰ) Iodide/Ethylenediamine

HU Shuaishuai, GUO Haichang*, JIANG Huajiang, ZHENG Renhua   

  1. (School of Pharmaceutical and Chemical Engineering of Taizhou University,Linhai 317000)
  • Received:2010-11-01 Revised:2010-12-31 Published:2011-10-10 Online:2011-10-10

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被引次数

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摘要：

以碘化亚铜/乙二胺为催化体系，研究了卤代芳烃和氮杂环化合物的Ullmann反应。 结果表明，氮杂环化合物的pKa越小，芳基化反应越容易进行，p-π共轭形成的富电子卤代芳烃有利于反应，非p-π共轭的富电子卤代芳烃使反应变难。

关键词: Ullmann反应, N-芳基化反应, 氮杂环化合物, 碘化亚铜/乙二胺催化

Abstract:

This paper discussed the Ullmann reaction of aryl halides with nitrogen heterocycles catalyzed by copper(Ⅰ) iodide/ethylenediamine. The results showed that reaction was preferred for nitrogen heterocycles with lower pKa values. In addition, the reactions were also favorable for the electron-rich aryl halides with p-π conjugations, however, they became difficult for other electron-rich aryl halides.

Key words: Ullmann reaction, N-arylation reaction, nitrogen heterocycles, copper(Ⅰ) iodide/ethylenediamine catalyst

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