应用化学 ›› 2015, Vol. 32 ›› Issue (11): 1253-1258.DOI: 10.11944/j.issn.1000-0518.2015.11.150124

• 研究论文 • 上一篇    下一篇

醋酸酮催化二硫醚与四氢呋喃的氧化偶联反应

周芸,刘卉,何艳,李爱桃,陶李明()   

  1. 湘南学院化学与生命科学系,湘南稀贵金属化合物及其应用湖南省重点实验室 湖南 郴州 423000
  • 收稿日期:2015-04-07 接受日期:2015-08-19 出版日期:2015-11-02 发布日期:2015-11-02
  • 通讯作者: 陶李明

Copper Acetate Catalyzed Oxidative Coupling of Disulfides with Tetrahydrofuran

ZHOU Yun,LIU Hui,HE Yan,LI Aitao,TAO Liming()   

  1. Hu'nan Provincial Key Laboratory of Xiangnan Rare-Precious Metals Compounds Research and Application,Department of Chemistry and Life Science,Xiangnan University,Chenzhou,Hu'nan 423000,China
  • Received:2015-04-07 Accepted:2015-08-19 Published:2015-11-02 Online:2015-11-02
  • Contact: TAO Liming
  • Supported by:
    Supported by the Construct Programme of the Key Discipline in Hu'nan Province, the Science and Technology Department of Hu'nan Province Project(No.2012TP4021-3), Chenzhou Science and Technology Bureau Project(No.CZ2014038)

摘要:

研究了醋酸酮催化二硫醚与四氢呋喃以氧化偶联反应构建C—S键。 结果表明,在醋酸酮(10%摩尔分数)、二硫醚(0.5 mmol)、四氢呋喃(2 mL)和双氧水(35%,2倍化学计量),反应温度120 ℃条件下,二硫醚与四氢呋喃能够顺利地发生氧化偶联反应,生成相应的C—S键化合物,合成硫醚类化合物产率中等到良好。 该反应以双氧水为氧化剂,具有环境友好等特性。

关键词: 醋酸酮, 二硫醚, 四氢呋喃, 氧化偶联反应, 双氧水

Abstract:

A new Cu(OAc)2-catalyzed oxidative coupling of disulfides with tetrahydrofuran for the synthesis of etherified sulfides has been developed. In the presence of Cu(OAc)2(10% molar fraction) and H2O2(35%, 2 equiv), a variety of disulfides(0.5 mmol) were treated with tetrahydrofuran(2 mL) at 120 ℃ to afford the corresponding etherified sulfides in moderate to high yields. This method employs 35% aqueous H2O2 as the green oxidant, and provides an efficient way for the formation of the C—S bonds.

Key words: copper acetate, disulfides, tetrahydrofuran, oxidative coupling reaction, H2O2