邻氨基苯甲酰胺类化合物的合成

张晓鹏*; 董淑祥; 范学森; 张贵生

doi:10.7536/PC170557

化学进展 ›› 2017, Vol. 29 ›› Issue (11) :1351-1356 DOI: 10.7536/PC170557

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邻氨基苯甲酰胺类化合物的合成

张晓鹏*, 董淑祥, 范学森, 张贵生

作者信息 +

Synthesis of o-Aminobenzamide Compounds

Xiaopeng Zhang*, Shuxiang Dong, Xuesen Fan, Guisheng Zhang

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摘要

邻氨基苯甲酰胺类化合物是一类分子内含有双官能团的化合物。其分子中的酰胺键既是肽和蛋白质的基本组成单元，也是调节生命活动不可缺少的结构单元；而其分子中的酰胺基和氨基，则具有良好的反应活性，故该类化合物大多具有生物及药理活性，在医药、农药、有机合成等领域具有广泛的应用。本文总结了邻氨基苯甲酰胺类化合物的合成研究进展，主要介绍了分别以邻氨基苯甲酸、邻氨基苯甲酰卤、邻氨基苯甲酸酯、靛红酸酐、邻卤苯甲酸及其衍生物、喹唑啉酮、苯甲酰胺、苯炔、吲唑盐、N-取代苯胺等为原料的邻氨基苯甲酰胺类化合物合成方法的研究进展概况，并分析了各方法的利弊。最后对该类化合物的合成情况进行了总结并对其发展前景进行了展望。

Abstract

o-Aminobenzamide compounds are a class of molecules containing bifunctional groups. The amide bonds in their molecules are not only the basic constituent units of peptides and proteins, but also the structural units which are indispensable to regulate the life activity. The amide and amino groups in the molecules have good reactivities, so most of the compounds have biological and pharmacological activities in medicine, pesticides, organic synthesis and other fields with a wide range of applications. In this paper, the progress of the synthesis of o-aminobenzamide compounds is reviewed. The main approaches to o-aminobenzamide compounds are introduced with o-aminobenzoic acids, o-aminobenzoyl halides, o-aminobenzoates, isatoic anhydrides, o-halobenzoic acid and their derivatives, quinazolinones, benzamides, benzynes, indazole salts, N-substituted anilines as raw materials, respectively, and the advantages and disadvantages of each method are analyzed. Finally, the synthesis of these compounds is summarized and the prospect of their development is prospected.
Contents
1 Introduction
2 Synthesis of o-aminobenzamide compounds
2.1 From o-aminobenzoic acids
2.2 From o-aminobenzoyl halides
2.3 From o-aminobenzoates
2.4 From isatoic anhydrides
2.5 From o-halobenzoic acids and their derivatives
2.6 From quinazolinones
2.7 From benzamides
2.8 From benzynes
2.9 From indazole salts
2.10 From N-substituted anilines
3 Conclusion

Graphical abstract

关键词

邻氨基苯甲酰胺 / N-取代苯胺 / C-H活化功能化 / 钯催化

Key words

o-aminobenzamide / N-substituted aniline / C-H activation & functionalization / palladium catalysis

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张晓鹏*, 董淑祥, 范学森, 张贵生. 邻氨基苯甲酰胺类化合物的合成[J]. 化学进展, 2017, 29(11): 1351-1356 DOI:10.7536/PC170557

Xiaopeng Zhang*, Shuxiang Dong, Xuesen Fan, Guisheng Zhang. Synthesis of o-Aminobenzamide Compounds[J]. Progress in Chemistry, 2017, 29(11): 1351-1356 DOI:10.7536/PC170557

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