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Green carbon disulfide surrogate via a combination of potassium sulfide and chloroform for benzothiazine-thione and benzothiazole-thione construction†‡
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2018-07-02 00:00:00 , DOI: 10.1039/c8qo00481a
Wei Tan 1, 2, 3, 4, 5 , Cuihong Wang 1, 2, 3, 4, 5 , Xuefeng Jiang 1, 2, 3, 4, 5
Affiliation  

An efficient and green carbon disulfide surrogate via facile combination of potassium sulfide and chloroform has been developed. A variety of benzothiazine-thiones and benzothiazole-thiones were straightforwardly established along with the formation of five new chemical bonds in one pot from readily available starting materials, in which the widely used 2-mercaptobenzothiazole (MBT) was synthesized through this method in gram scale. Dichlorocarbene was demonstrated to be a carbon source intermediate from chloroform on the basis of control experimental studies. Meanwhile, potassium sulfide, as a trisulfur radical anion (S3˙) source, was confirmed through UV-visible spectroscopy and an EPR study.

中文翻译:

通过硫化钾和氯仿的组合来 替代苯并噻嗪-硫酮和苯并噻唑-硫酮的绿色二硫化碳替代物

已经开发了一种高效,绿色的二硫化碳替代物,该替代物是通过硫化钾和氯仿的简便组合而制得的。各种苯并噻嗪-硫酮和苯并噻唑-硫酮的建立都是直接建立的,并且在一锅中由容易获得的起始原料形成了五个新的化学键,其中通过克法通过这种方法合成了广泛使用的2-巯基苯并噻唑(MBT) 。在对照实验研究的基础上,证明二氯卡宾是氯仿的碳源中间体。同时,硫化钾,作为trisulfur自由基阴离子(S 3 ˙ - )源,通过紫外-可见光谱和EPR研究证实。
更新日期:2018-07-02
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