Aromatic Nucleophilic Substitution of Halobenzenes with Amines under High Pressure
作者:Toshikazu Ibata、Yasushi Isogami、Jiro Toyoda
DOI:10.1246/bcsj.64.42
日期:1991.1
The nucleophilic substitution reactions of aromatic halides having electron-attracting groups on ortho or para position with various primary and secondary amines were accelerated by high pressure to give the corresponding N-substituted anilines in high yields. The bulkiness of amines affects its reactivity to lower the yields of the products. Although the secondary amines are usually less reactive
在邻位或对位具有吸电子基团的芳族卤化物与各种伯胺和仲胺的亲核取代反应通过高压加速,以高产率得到相应的N-取代苯胺。胺的体积大会影响其反应性,从而降低产品的产率。尽管仲胺的反应性通常低于伯胺,但发现环状仲胺如吗啉、哌啶和吡咯烷的反应性非常高。与无环叔胺的低反应性相比,1,4-二氮杂双环 [2.2.2] 辛烷和奎宁环以高产率得到 N-季铵卤化物。二氯-和三氯-硝基苯也与二乙胺、吡咯烷和吗啉反应生成单-、二-、