One-Pot Synthesis of 2-((2-Aminobenzoyl)amino)benzoic Acid Derivatives

doi:10.6023/cjoc201902029

Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (8): 2270-2276.DOI: 10.6023/cjoc201902029 Previous Articles Next Articles

Special Issue: 陈茹玉先生诞辰100周年

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一锅法合成2-(2-氨基苯甲酰胺基)苯甲酸类化合物

万琳茜^a,b, 高峰^a, 陈伟^a, 周先礼^a,b

a 西南交通大学生命科学与工程学院成都 610031;
b 西南交通大学材料先进技术教育部重点实验室成都 610031

收稿日期:2019-02-25 修回日期:2019-04-17 发布日期:2019-05-10
通讯作者: 陈伟, 周先礼 E-mail:chenweicstq@163.com;zhouxl@swjtu.edu.cn
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

Wan Linxi^a,b, Gao Feng^a, Chen Wei^a, Zhou Xianli^a,b

a School of Life Science and Engineering, Southwest Jiaotong University, Chengdu 610031;
b Key Laboratory of Advanced Technology of Materials, Ministry of Education, Southwest Jiaotong University, Chengdu 610031

Received:2019-02-25 Revised:2019-04-17 Published:2019-05-10
Contact: 10.6023/cjoc201902029 E-mail:chenweicstq@163.com;zhouxl@swjtu.edu.cn
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).

1. One-Pot Synthesis of 2-((2-Aminobenzoyl)amino)benzoic Acid Derivatives.PDF(5538KB)

Abstract

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.

Key words: 2-((2-aminobenzoyl) amino) benzoic acid, 2-aminobenzoic acid, one-pot synthesis

Cite this article

Wan Linxi, Gao Feng, Chen Wei, Zhou Xianli. One-Pot Synthesis of 2-((2-Aminobenzoyl)amino)benzoic Acid Derivatives[J]. Chin. J. Org. Chem., 2019, 39(8): 2270-2276.

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一锅法合成2-(2-氨基苯甲酰胺基)苯甲酸类化合物

One-Pot Synthesis of 2-((2-Aminobenzoyl)amino)benzoic Acid Derivatives

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