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Oxidative Nucleophilic Functionalization of Nitrobenzene and 3-Nitroacetophenones with N−H Bonds
ChemistrySelect ( IF 1.9 ) Pub Date : 2021-09-08 , DOI: 10.1002/slct.202102169
Duy T. M. Chung 1, 2 , Phuc Q. Le 1, 2 , Huy X. Le 1, 2 , Tien V. Huynh 1, 2 , Anh N. Q. Phan 1, 2 , Tung T. Nguyen 1, 2 , Nam T. S. Phan 1, 2
Affiliation  

Nitroarenes are versatile intermediate, thus found ubiquitous uses in synthesis of bio-related molecules and functional materials. Herein we develop methods for synthesis of substituted nitroarenes benefited from oxidative nucleophilic amination of C−H bonds para to the nitro functionality. Simple base NaOH was used to mediate the coupling of N−H heterocycles and nitrobenzene. Meanwhile, 5-nitro-1-aryl-1H-indazoles were isolated from copper-mediated annulation of 3-nitroaryl methyl ketones and arylhydrazines.

中文翻译:

具有 NH 键的硝基苯和 3-硝基苯乙酮的氧化亲核官能化

硝基芳烃是一种多功能中间体,因此在生物相关分子和功能材料的合成中广泛使用。在这里,我们开发了合成取代硝基芳烃的方法,这些方法受益于硝基官能团对位的 CH 键的氧化亲核胺化。简单的碱 NaOH 用于介导 NH 杂环和硝基苯的偶联。同时,从铜介导的 3-硝基芳基甲基酮和芳基肼的环化中分离出5-硝基-1-芳基-1 H-吲唑。
更新日期:2021-09-08
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