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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
Keywords
o-aminobenzamide
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N-substituted aniline
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C-H activation & functionalization
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palladium catalysis
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Xiaopeng Zhang*, Shuxiang Dong, Xuesen Fan, Guisheng Zhang.
Synthesis of o-Aminobenzamide Compounds.
Progress in Chemistry, 2017, 29(11): 1351-1356 DOI:10.7536/PC170557