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有机化学
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有机化学 ›› 2011, Vol. 31 ›› Issue (10): 1719-1722. 上一篇    下一篇

研究简报

含水四氢呋喃中二茂钛全氟辛基磺酸配合物催化锌粉还原二硫醚及其在合成硫代酸酯中的应用

许海南1,2，刘文奇*,3，彭丽芬1，邱仁华1，赵亚磊1，潘建高1，许新华*,1   

  1. (3湖南大学化学化工学院 长沙 410082)
    (2湖南省妇幼保健院 长沙 410008)
    (1湘南学院化学系 郴州 423000)
  • 收稿日期:2011-01-30 修回日期:2011-05-09 发布日期:2011-05-14
  • 通讯作者: 许新华 E-mail:xhx1581@21cn.com;xhx1581@yahoo.com.cn

Titanocene Perfluorooctanesulfonate-Catalyzed Reductive Cleavage of S—S Bond by Zinc in Commercial Tetrahedron and Its Application in Synthesis of Thioesters

Xu Hainan1,2 Liu Wenqi*,3 Peng Lifen1 Qiu Renhua1 Zhao Yalei1 Pan Jiangao1 Xu Xinhua*,1   

  1. (1 College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082)
    (2 Maternal and Child Health Hospital of Hunan Province, Changsha 410008)
    (3 Department of Chemistry, Xiangnan University, Chenzhou 42300)
  • Received:2011-01-30 Revised:2011-05-09 Published:2011-05-14

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被引次数

9 | 1

以含水四氢呋喃作溶剂, 室温下, 在5.0 mol%二茂钛全氟辛基磺酸配合物催化下, 锌粉可以有效地还原断裂S—S键, 形成亲核性的硫负离子与酸酐(α-溴代羰基化合物)反应, 高产率得到对应硫代酸酯(α-硫代羰基化合物). 讨论了反应机理.

关键词: 二茂钛二全氟辛基磺酸配合物, 锌, 二硫醚, 硫代酸酯, α-芳硫代乙酸乙酯

In the presence of 5.0 mol% titanocene perfluorooctanesulfonate, reductive cleavage S—S bond by zinc at room temperature led to nucleophilic sulfur anion species, which reacted with acid anhydrides (α-bromocarbonyl compounds) to afford thioesters (α-arylthiocarbonyl compounds) in good to excellent yields. The catalyzed mechanism was discussed.

Key words: titanocene bis(perfluorooctanesulfonate)s, zinc, disulfide, thioester, α-arylthioesters