Journal
CHINESE JOURNAL OF ORGANIC CHEMISTRY
Volume 40, Issue 6, Pages 1752-1759Publisher
SCIENCE PRESS
DOI: 10.6023/cjoc201912039
Keywords
sulfides/disulfides; sulfoxides/thiosulfonates; t-butylhydroperoxide; oxidation; catalyst/additive free
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Funding
- National Natural Science Foundation of China [21576239]
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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.
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