The application of azoarenes in the synthesis of nitrogen-containing heterocycles

被引:0
作者
Halimehjani, Azim Ziyaei [1 ]
Sadeghzadeh, Nima [1 ]
Moghaddam, Sina [1 ]
机构
[1] Sharif Univ Technol, Dept Chem, Tehran 111559516, Iran
关键词
Azoarenes; Aryl azo compounds; Nitrogen-containing heterocycles; Diazonium salt; Transition-metal; C-H BOND; ONE-POT SYNTHESIS; RHODIUM(III)-CATALYZED SYNTHESIS; DIRECT ACCESS; BIOLOGICAL EVALUATION; OXINDOLE-DERIVATIVES; ACYLATED AZOBENZENES; CINNOLINIUM SALTS; FACILE SYNTHESIS; CYCLIZATION;
D O I
10.1016/j.tet.2024.134428
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Azoarenes are efficient intermediates in synthetic organic chemistry. In this review, the application of azoarenes for the synthesis of nitrogen-containing heterocyles including pyrroles, benzotriazoles, triazolidines, indoles, indazoles, oxindoles, quinolines and its reduced derivatives, phenazines, hydropyridazinones, cinnolines, benzimidazoles and other useful N-containing heterocycles are reviewed and discussed. For this purpose, the reaction of azoarenes with various organic small molecules such as alkenes, alkynes, azides, NO2 gas, nitroso, amino acids, azomethine ylides, canbonyl compounds, diazoesteres, sulfoxonium ylides, tosyl hydrazines, allyl halides, and many other reagents were investigated under metal/transition-metal catalysts, photocatalysts, or electrochemical conditions to afford the target heterocycles with at least one nitrogen atom. In this review, around 70 papers are summarized and discussed during the years 2000-2024.
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页数:30
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