K_2S_2O_8/H_2O/NaOTf体系促进的烯基叠氮类化合物的Schmidt重排反应  

K_2S_2O_8/H_2O/NaOTf System-Promoted Schmidt Rearrangement Reaction of Vinyl Azides

作　　者：徐峥[1] 周丙伟 金红卫[1] 刘运奎[1] Xu Zheng;Zhou Bingwei;Jin Hongwei;Liu Yunkui(State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology,College of Chemical Engineering,Zhejiang University of Technology,Hangzhou 310014)

机构地区：[1]浙江工业大学化学工程学院绿色化学与技术国家重点实验室培育基地,杭州310014

出　　处：《有机化学》2018年第7期1823-1828,共6页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.21772176;21372201);浙江工业大学"省重中之重一级学科"开放基金资助项目~~

摘　　要：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.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.

关 键 词：烯基叠氮 乙酰苯胺 自由基反应 Schmidt重排 

分 类 号：O621.25[理学—有机化学]