摘要/Abstract

利用0.1~0.2 equiv.高锰酸钾在无水乙醇体系中原位生成高活性二氧化锰，并以此为催化剂，促使硫酚、硫醇类化合物在室温下发生自由基自身偶联反应构建S—S键，获得了14种对称双硫化物，产率介于70%~99%；同时发现该催化体系还可催化对称双硫化物与不同取代基的硫酚、硫醇或两个不同的对称双硫化物，发生自由基交叉偶联反应合成了13个不对称双硫化合物，产率19%~72%.该法具有简单高效、后处理简单、绿色溶剂、底物适用范围广、条件温和等优点，所有产物均经¹H NMR、¹³C NMR结构确证.
关键词: 自由基偶联反应, S-S键, 二氧化锰
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.
Key words: free radical coupling reaction, S-S bond, manganese dioxide


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