基于钯铜催化合成靛红类化合物的新方法  

Novel Approach to Isatins via Pd-Cu Catalyzed Oxidative Transformation

作　　者：郭阳 林凯 谢凯强 刘晟 GUO Yang;LIN Kai;XIE Kaiqiang;LIU Sheng(State Key Laboratory of Functions and Applications of Medicinal Plants,Guizhou Medical University,2.Key Laboratory of Chemistry for Natural Products of Guizhou Province,Chinese Academy of Sciences,Guiyang 550014,China)

机构地区：[1]贵州医科大学省部共建药用植物功效与利用国家重点实验室 [2]贵州省中国科学院天然产物化学重点实验室,贵阳550014

出　　处：《高等学校化学学报》2021年第9期2798-2804,共7页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金(批准号:21762014)资助。

摘　　要：发展了一种合成靛红的新方法,并进行了底物扩展,得到了一系列靛红类化合物.以N-烷基取代的丙烯酰苯胺类化合物为原料,在醋酸钯、碘化亚铜和氧气的催化及参与下,以42%~87%的产率合成了N-烷基化的靛红衍生物.利用该方法制备了23个靛红类化合物,并提出了可能的反应机理.该合成路线减少了保护基的使用,简洁高效.A new method of synthesizing isatin was developed and applied to the substrate extension to get a series of isatin compounds.Using N-alkyl substituted acrylanilide compounds as raw materials,in palladium acetate,cuprous iodide and under the catalysis and participation of oxygen,N-alkylated isatin derivatives could be synthesized with the yields of 42%-87%.Using this method,23 isatin compounds were prepared and the possible reaction mechanism was proposed.This synthetic route reduces the use of protecting groups and is simple and efficient.

关 键 词：靛红 钯催化 氧化 分子内关环 

分 类 号：O621.3[理学—有机化学]