莽草酸芳构化制备二芳基胺类化合物

摘要

Starting from (-)-ghikimic acid,the (-)-methyl-3-dehydroshikimate could be readily obtained through esteri-fication and IBX oxidation. The tandem reactions between primary arylamines and (-)-methyl-3-dehydroshikimate catalyzed by P-toruenesulfonic acid in CH3 OH gave a series of diary amines in good yields. The present methodology was characterized by simple procedures and mild reaction conditions, representing an effective way for preparation of diary amines.%以莽草酸为起始物,经酯化及IBX氧化制备得到3-脱氢莽草酸甲酯.在甲醇溶剂中及对甲苯磺酸的催化下,3-脱氢莽草酸甲酯与芳香伯胺类化合物发生缩合-脱水芳构化反应,制备得到一类二芳基胺类化合物,即3-芳胺基-4-羟基苯甲酸甲酯类化合物.该方法以廉价的可再生资源为起始物,具有操作简单、条件温和、收率高等优点,是制备二芳基胺类化合物的一种有效途径.