Metal-Free Tandem Approach for Triazole-Fused Diazepinone Scaffolds via [3+2]Cycloaddition/C-N Coupling Reaction

被引:10
|
作者
Majeed, Kashif [1 ]
Wang, Lingna [1 ]
Liu, Bangjie [1 ]
Guo, Zijian [1 ]
Zhou, Fengtao [1 ]
Zhang, Qiuyu [1 ]
机构
[1] Northwestern Polytech Univ, Sch Chem & Chem Engn, Dept Appl Chem, Xian Key Lab Funct Organ Porous Mat, Xian 710072, Shaanxi, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 01期
基金
中国国家自然科学基金;
关键词
ONE-POT SYNTHESIS; CLICK CHEMISTRY; DISCOVERY; N-(2-HALOARYL)PROPIOLAMIDES; DESIGN;
D O I
10.1021/acs.joc.0c02022
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel metal-free, efficient cascade reaction has been developed to construct 1,2,3-triazole-fused 1,4-diazepinone skeletons. Mechanism investigation indicated that sodium azide has not only served as a 1,3-dipoles synthon in [3 + 2] cycloaddition but also prompted C-N bond formation. Furthermore, the potential utility of this protocol was demonstrated by scale-up synthesis of 1,2,3-triazole-fused diazepinone derivatives and the derivatization of them.
引用
收藏
页码:207 / 222
页数:16
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