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K2S2O8/H2O/NaOTf体系促进的烯基叠氮类化合物的Schmidt重排反应

本站小编 Free考研考试/2022-02-14

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摘要/Abstract



在中性的反应条件下,三氟甲磺酸钠促进过硫酸钾与水经自由基反应过程产生质子,进而诱发烯基叠氮化合物的Schmidt重排反应,一步合成了多种取代的乙酰苯胺类化合物.对反应的自由基引发剂、溶剂、温度、时间等因素的考察,得到了最优的反应条件.该反应具有原料简单易得、操作简便、底物普适性好等优点.通过机理的研究和相关文献的调研,最后提出了可能的反应机理.
关键词: 烯基叠氮, 乙酰苯胺, 自由基反应, Schmidt重排
Under neutral reaction conditions, sodium triflate promotes the radical reaction of potassium persulfate with water to yield a proton which induces Schmidt rearrangement of alkenyl azides. A variety of substituted acetanilide compounds were synthesized in one step. To obtain the optimal reaction conditions, an arrange of reaction parameters such as radical initiator, solvent, temperature, and reaction time have been screened. This reaction features an easy accessibility of starting materials, simple operation, broad substrate scope and so on. We finally proposed the plausible mechanism based on the mechanistic studies and previous literature.
Key words: vinyl azides, acetanilides, radical reaction, Schmidt rearrangement


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