【摘要】 构建C-N键,在有机合成中占有非常重要的地位。本文介绍了一种简单、方便的合成芳香胺的方法。在100℃和二甲亚砜溶剂体系中,卤代芳烃分别和伯、仲两类胺在叔丁醇钾催化下经过1h反应,以45%~90%的收率,生成一系列芳香胺。方法进一步拓宽了叔丁醇钾催化的C-N交叉偶联反应的底物,并显示出独特的底物选择性,即对富电子卤代芳烃有很好的活性。据推测,本偶联反应是通过先形成苯炔中间体,再与胺发生交叉偶联的历程进行的。更多还原

【Abstract】 The construction of C-N bond stands at an important position in the area of organic synthesis.In this paper,a simple and efficient procedure has been developed for the synthesis of arylamines.In DMSO at 100℃,cross-coupling reactions of aryl halides with various amines catalyzed by t-BuOK provide a series of arylamines in the yield of 45%～90% in 1 h.The present procedure not only broadens the precursor compounds suitable for t-BuOK-catalyzed cross-coupling reaction, but also exhibits characteristic chemoselectivity such as being favorable to electron-rich aryl halides.The reaction appears to proceed through in situ formation of a benzyne intermediate,followed by a C-N cross-coupling to arylamine.更多还原