一锅法合成2-(2-氨基苯甲酰胺基)苯甲酸类化合物
收稿日期: 2019-02-25
修回日期: 2019-04-17
网络出版日期: 2019-05-10
基金资助
国家自然科学基金（No.81773605）、四川省科技计划（No.2018JY0077）和西南交通大学前沿交叉基础研究（No.2682017QY04）资助项目.
One-Pot Synthesis of 2-((2-Aminobenzoyl)amino)benzoic Acid Derivatives
Received date: 2019-02-25
Revised date: 2019-04-17
Online published: 2019-05-10
Supported by
Project supported by the National Natural Science Foundation of China (No. 81773605), the Science and Technology Project of Sichuan Province (No. 2018JY0077), and the Interdisciplinary Frontier Basic Research Project of Southwest Jiaotong University (No. 2682017QY04).
报道了一种一锅法高效合成2-（2-氨基苯甲酰胺基）苯甲酸类化合物的新方法.以取代2-氨基苯甲酸为原料，合成了20个2-（2-氨基苯甲酰胺基）苯甲酸类化合物，其中有9个新化合物，收率达84%～99%.该方法操作简单，反应条件温和，对环境友好，产率高，并且底物普适性好.探讨了电子效应和空间位阻因素对反应的影响，为2-（2-氨基苯甲酰胺基）苯甲酸类化合物的合成提供了一种新途径.并且，2-（2-氨基苯甲酰胺基）苯甲酸（3a）经一步反应可高效生成大环内酯4和喹唑啉酮5.
关键词： 2-(2-氨基苯甲酰胺基)苯甲酸; 2-氨基苯甲酸; 一锅法
万琳茜 , 高峰 , 陈伟 , 周先礼 . 一锅法合成2-(2-氨基苯甲酰胺基)苯甲酸类化合物[J]. 有机化学, 2019 , 39(8) : 2270 -2276 . DOI: 10.6023/cjoc201902029
An efficient and one-pot method for the preparation of 2-((2-aminobenzoyl)amino)benzoic acid derivatives has been reported. Twenty 2-((2-aminobenzoyl)amino)benzoic acid derivatives were prepared with 84%~99% yields and nine compounds are new compounds. The effects of electron effect and steric hindrance on the reaction were discussed. It provides an operationally simple, environmentally friendly, high yield and good substrate universality method for the synthesis of 2-(2-aminobenzamide)benzoic acid derivatives. Furthermore, macrolide 4 and quinazolinone 5 can be synthesized from 2-((2-ami-nobenzoyl)amino)benzoic acid (3a) in one-step over 92% yields.
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