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Electrosynthesis of Mono- and Disulfides Based on C 5 –C 8 Cycloalkanes, Hydrogen Sulfide, and Isomeric Dibutyl Disulfides
Russian Journal of Electrochemistry ( IF 1.1 ) Pub Date : 2020-05-19 , DOI: 10.1134/s1023193520040138
E. V. Shinkar’ , A. V. Shvetsova , A. O. Okhlobystin , N. T. Berberova

Abstract

A method of synthesis of organic mono-, di-, and polysulfides based on electrochemical reactions of unsubstituted and alkyl–substituted cycloalkanes C5–C8 with di(n-butyl)disulfide (di(tert-butyl)disulfide) and hydrogen sulfide is developed. Three–component electrosynthesis is carried out in methylene chloride under atmospheric pressure, at the room temperature under the conditions of anodic H2S activation to a cation radical fragmented to a proton and a thiyl radical. The suggested approach with application of oxidative conversion initiation allows obtaining asymmetric mono-, disulfides and symmetric disulfides. The yield of biologically active organic sulfur derivatives depends on the electrosynthesis duration, structure of isomeric dibutyl sulfides, alicycle size and saturation degree.



中文翻译:

基于C 5 -C 8环烷烃,硫化氢和异构二丁基二硫化物的一硫化物和二硫化物的电合成

摘要

一种基于未取代和烷基取代的环烷烃C 5 -C 8与二(丁基)二硫化物(二(叔丁基)二硫化物)的电化学反应的有机一,二和多硫化物的合成方法被开发。三组分电合成是在大气压下,在室温,阳极H 2的条件下于二氯甲烷中进行的S活化成阳离子,其分裂成质子和噻吩基。使用氧化转化引发的建议方法允许获得不对称的一,二硫化物和对称的二硫化物。具有生物活性的有机硫衍生物的产率取决于电合成持续时间,异构二丁基硫化物的结构,脂环族化合物的大小和饱和度。

更新日期:2020-05-19
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