Nickel-catalyzed C-N bond formation of diarylamine between nitroarenes and aryl Grignard reagents

被引:0
|
作者
Guo, Wangjun [1 ]
Liu, Jianqun [1 ]
Liu, Hongli [1 ]
Liu, Yadong [1 ]
Wu, Zhisheng [1 ]
Wang, Minchang [1 ]
Niu, Yi [2 ]
机构
[1] Xian Modern Chem Res Inst, State Key Lab Fluorine & Nitrogen Chem, Xian 710065, Shaanxi, Peoples R China
[2] Shaanxi Huanghe Grp Co LTD, Xian 710043, Shaanxi, Peoples R China
基金
中国国家自然科学基金;
关键词
Transition-metal-catalyzed reaction; C-N bond formation; Diarylamine; Nitroarenes; Aryl Grignard reagents; BUCHWALD-HARTWIG AMINATION; CROSS-COUPLING REACTIONS; NITROGEN-HETEROCYCLES; LIGAND; DENITRATION; COMPLEXES; HALIDES;
D O I
10.1016/j.jcat.2025.116050
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
In recent years, transition-metal-catalyzed C-N bond formation from nitroarenes and aryl Grignard reagents has emerged as a promising and highly efficient method. Despite this, dinitro aromatic compounds have received limited attention in this context. Herein, we disclose a novel approach for synthesizing diarylamines via Nicatalyzed cross-coupling of Grignard reagents with both mono- and di-nitro aromatic compounds. This method demonstrates remarkable tolerance towards a wide range of functional groups, including COOEt, F, Cl, CN, CF3, OCF3, SCH3, and pyridyl groups, allowing for the synthesis of various aminated arenes in moderate to good yields. This C-N bond formation method offers a general and step-economical pathway to diaryl and polyaryl amines, paving the way for new synthetic possibilities.
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页数:8
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