2-嘧啶氧基-N-芳基苄胺类衍生物的酸催化Smiles重排反应条件的快速筛选和产物的高效制备  

A Fast and Efficient Approach for Screening and Synthesis of the Products of 2-Pyrimidinyloxy-N-arylbenzylamine Derivatives via Acid-Catalyzed Smiles Rearrangement

作　　者：叶美君[1] 张培志[2] 吴军[3] 

机构地区：[1]中华全国供销合作总社杭州茶叶研究院,杭州310016 [2]浙江科技学院生物与化学工程学院,杭州310023 [3]浙江大学化学系,杭州310027

出　　处：《有机化学》2016年第12期2997-3002,共6页Chinese Journal of Organic Chemistry

基　　金：公益性行业(农业)科研专项(No.201403030);国家自然科学基金(No.31471807)资助项目~~

摘　　要：在室温、甲醇水溶剂条件下,以盐酸为酸催化剂,以2-嘧啶氧基-N-芳基苄胺衍生物为反应原料,基于高效液相色谱(HPLC)监测,能快速、高效、便捷地实现Smiles重排反应.本方法的优点在于反应体系溶剂可重复利用,在无需分离的条件下即可取得良好的产率和纯度.从催化剂和溶剂的廉价以及反应的高效简便和绿色温和角度考虑,该合成方法具有较好的实用性和绿色经济性.Based on high performance liquid chromatography （HPLC）, a fast, efficient and simple route for Smiles rearrangement reaction has been developed in the presence of 2-pyrimidinyloxy-N-arylbenzylamine derivatives as reactants with HCl as acid catalyst in mixed CH3OH/H2O medium at room temperature. The advantage of the proposed method is that the products with excellent yields and high purity can be obtained employing reused solvent without further separating process. Considering the cheapness of catalyst and solvent, as well as high efficient and environment-friendly reaction condition, the developed method has the practicability and environmentally friendliness.

关 键 词：2-嘧啶氧基-N-芳基苄胺类化合物 Smiles重排反应 酸催化反应 取代基效应 高效液相色谱 

分 类 号：TQ450.1[化学工程—农药化工]