Selective and mild sulfoxidation of 2-sulfylbenzothiazole using hydroperoxides derived from cyclohexanone in the absence of catalyst

作     者：Zhu, Shihao Yu, Chunmian Shi, Wenjun Zhou, Xinrui 

作者机构：Dalian Univ Technol State Key Lab Fine Chem Dalian Peoples R China 

出 版 物：《TETRAHEDRON》 (四面体)

年 卷 期：2021年第90卷

页      面：132203-132203页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：Zhejiang Jianye Chemical Co.  Ltd 

主　　题：Cyclohexanone hydroperoxide 2-Sulfylbenzothiazole Sulfoxide Selective oxidation 

摘      要：Alkyl hydroperoxides derived from cyclohexanone are attractive oxidants because they are easily available, more reactive than TBHP but much less acidic than m-CPBA. Wherein 1,1 -peroxybis(1-hydroperoxycyclohexane) (C) can be generated by the current simply method and displays the excellent reactivity and selectivity based on oxidative reactions of various benzothiazolyl sulfides substituted by different function groups. The research found that the reactions can be performed in the absence of catalyst and under very mild conditions optimized. Yields of sulfoxides is higher than 90%, no or a little reaction happened at the proximal double bond. N and S atoms in the benzothiazolyl moiety. Phenyl sulfide as the substrates was also examined for the reaction scope test. The results show that they were uniquely and completely oxidized to sulfoxides in 1 h. A mild, environmentally friendly, catalyst-free aryl sulfide sulfoxidation method has been developed. (C) 2021 Elsevier Ltd. All rights reserved.