Citation: Jiang Xiaoying, Yao Chuansheng, Tong Chuo, Bai Renren, Zhou Tao, Xie Yuanyuan. Selective Oxidation of Sulfides/Disulfides to Sulfoxides/ Thiosulfonates Using t-Butyl Hydroperoxide (TBHP) without Catalyst[J]. Chinese Journal of Organic Chemistry, ;2020, 40(6): 1752-1759. doi: 10.6023/cjoc201912039 shu

Selective Oxidation of Sulfides/Disulfides to Sulfoxides/ Thiosulfonates Using t-Butyl Hydroperoxide (TBHP) without Catalyst

a.
Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceutical, Zhejiang University of Technology, Hangzhou 310014
b.
College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014
c.
School of Food Science and Biotechnology, Zhejiang Gongshang University, Hangzhou 310018

Corresponding author: Xie Yuanyuan, xyycz@zjut.edu.cn
Received Date: 26 December 2019
Revised Date: 10 March 2020
Available Online: 31 March 2020
Fund Project: Project supported by the National Natural Science Foundation of China (No. 21576239)the National Natural Science Foundation of China 21576239

Figures(4)

A novel and simple method for the selectively oxidation of sulfides to sulfoxides and oxidation of disulfides to thiosulfonates in the presence of t-butyl hydroperoxide (TBHP) has been established. The oxidation system has the advantages of avoiding the use of any catalyst and additive, possessing a broad substrate scope and high efficiency. Desired sulfoxides and thiosulfonates products were obtained in moderate to good yields. Furthermore, a plausible mechanism of the reaction is proposed. The results of control experiments revealed that a radical pathway was involved in this oxidation.
- sulfides/disulfides,
- sulfoxides/thiosulfonates,
- t-butylhydroperoxide,
- oxidation,
- catalyst/additive free
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沈阳化工大学材料科学与工程学院沈阳 110142