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

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.