Highly Active Manganese Dioxide Catalyzed the Construction of S-S Bond

  • Lü Jinqiang ,
  • Zeng Jing ,
  • Abulikemu Abudu Rexit
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  • Department of Chemistry, Xinjiang Normal University, Urumqi 830054

Received date: 2019-12-31

  Revised date: 2020-05-12

  Online published: 2020-05-19

Supported by

Project supported by the Scientific Research Program of the Higher Education Institution of Xinjiang (No. XJEDU2020I015), and the Xinjiang Tianshan Youth Program (No. 2017Q026).

Abstract

Generation of highly active manganese dioxide in situ by using catalytic amount of potassium permanganate in anhydrous ethanol system, the catalytic system promoted S-S bond construction by free radical self coupling reactions of thiophenol and mercaptan compounds at room temperature. 14 disulfides were obtained with 70%~99% yields. At the same time, it was also found that the catalytic system could also catalyze radical cross-coupling reactions between symmetric disulfides and different substituents of thiophenols, thiols, or two different symmetric disulfides, 13 asymmetric disulfides were obtained with 19%~72% yields. The protocol offered the advantages of simple and efficient, easy separation, green solvent, wide range of substrate applications, and mild conditions. All products were confirmed by 1H NMR and 13C NMR spectra.

Cite this article

Lü Jinqiang , Zeng Jing , Abulikemu Abudu Rexit . Highly Active Manganese Dioxide Catalyzed the Construction of S-S Bond[J]. Chinese Journal of Organic Chemistry, 2020 , 40(8) : 2483 -2490 . DOI: 10.6023/cjoc201912045

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