有机化学 ›› 2017, Vol. 37 ›› Issue (8): 2153-2158.DOI: 10.6023/cjoc201701048 上一篇    下一篇

研究简报

无金属参与的α-羰基二硫缩烯酮的硫甲基化反应

张海峰, 鲍汉扬, 徐峥, 刘运奎   

  1. 浙江工业大学化学工程学院 绿色化学与技术国家重点实验室培育基地 杭州 310014
  • 收稿日期:2017-01-25 修回日期:2017-03-17 出版日期:2017-08-25 发布日期:2017-04-10
  • 通讯作者: 刘运奎 E-mail:ykuiliu@zjut.edu.cn
  • 基金资助:

    国家自然科学基金(Nos.21172197,21372201)、浙江工业大学“省重中之重一级学科”开放基金资助项目.

Metal-Free Thiomethylation of α-Oxoketene Dithioacetals

Zhang Haifeng, Bao Hanyang, Xu Zheng, Liu Yunkui   

  1. State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology;College of Chemical Engineering;Zhejiang University of Technology, Hangzhou 310014
  • Received:2017-01-25 Revised:2017-03-17 Online:2017-08-25 Published:2017-04-10
  • Contact: 10.6023/cjoc201701048 E-mail:ykuiliu@zjut.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21172197, 21372201) and the Opening Foundation of Zhejiang Key Course of Chemical Engineering and Technology, Zhejiang University of Technology.

以二甲基亚砜(DMSO)为硫甲基来源,以NH4I为促进剂,实现了α-羰基二硫缩烯酮的硫甲基化反应,合成了硫甲基取代的α-羰基二硫缩烯酮类化合物.通过研究溶剂、温度、反应时间、促进剂及其用量等因素对反应的影响,获得了最优的反应条件.该反应具有原料简单易得、操作简便、底物普适性好和无金属参与等优点.

关键词: 二甲亚砜, α-羰基二硫缩烯酮, 硫甲基化, 无金属参与

With dimethyl sulfoxide (DMSO) as a source of thiomethyl group and NH4I as a promotor, the thiomethylation of α-oxoketene dithioacetals has been achieved to afford thiomethylated α-oxoketene dithioacetals in moderate to good yields. The optimized reaction conditions were established through systematic investigations of solvents, temperature, time, promotors and their dosages in the reaction. The present reaction has advantages of easy availability of starting materials, simple operation, good compatibility of substrates, and metal-free reaction conditions.

Key words: DMSO, α-oxoketene dithioacetals, thiomethylation, metal-free