Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (8): 2153-2158.DOI: 10.6023/cjoc201701048 Previous Articles     Next Articles



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 发布日期:2017-04-10
  • 通讯作者: 刘运奎
  • 基金资助:


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 Published:2017-04-10
  • Contact: 10.6023/cjoc201701048
  • 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.

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