Carboxylate-Assisted Iridium-Catalyzed C-H Amination of Arenes with Biologically Relevant Alkyl Azides

被引:42
作者
Zhang, Tao [1 ]
Hu, Xuejiao [1 ]
Wang, Zhen [1 ]
Yang, Tiantian [1 ]
Sun, Hao [1 ]
Li, Guigen [1 ,2 ]
Lu, Hongjian [1 ]
机构
[1] Nanjing Univ, Sch Chem & Chem Engn, Inst Chem & BioMed Sci, Nanjing 210008, Jiangsu, Peoples R China
[2] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA
基金
中国国家自然科学基金;
关键词
amides; azides; C-H activation; homogeneous catalysis; iridium; N BOND FORMATION; INTERMOLECULAR AMINATION; COUPLING REACTIONS; ORGANIC AZIDES; AMIDATION; COPPER; ARYL; PD; FUNCTIONALIZATION; ALKYLAMINES;
D O I
10.1002/chem.201504880
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An iridium-catalyzed C-H amination of arenes with a wide substrate scope is reported. Benzamides with electron-donating and -withdrawing groups and linear, branched, and cyclic alkyl azides are all applicable. Cesium carboxylate is crucial for both reactivity and regioselectivity of the reactions. Many biologically relevant molecules, such as amino acid, peptide, steroid, sugar, and thymidine derivatives can be introduced to arenes with high yields and 100% chiral retention.
引用
收藏
页码:2920 / 2924
页数:5
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