Stereoselective synthesis of trans-aziridines via intramolecular oxidative C(sp3)-H amination of β-amino ketones

被引:18
作者
Tan, Chen [1 ]
Liu, Yongguo [2 ]
Liu, Xinyuan [1 ]
Jia, Huanxin [1 ]
Xu, Kun [3 ]
Huang, Sihan [1 ]
Wang, Jingwen [1 ]
Tan, Jiajing [1 ]
机构
[1] Beijing Univ Chem Technol, Coll Chem, Dept Organ Chem, Beijing 100029, Peoples R China
[2] BTBU, Beijing Key Lab Flavor Chem, Beijing 100048, Peoples R China
[3] Nanyang Normal Univ, Coll Chem & Pharmaceut Engn, Nanyang 473061, Henan, Peoples R China
基金
中国国家自然科学基金; 北京市自然科学基金;
关键词
C-H-AMINATION; METAL-FREE; ASYMMETRIC-SYNTHESIS; COUPLING REACTIONS; BOND-FORMATION; VISIBLE-LIGHT; C-SP3-H BONDS; FUNCTIONALIZATION; SUBSTITUTION; REACTIVITY;
D O I
10.1039/c9qo01489f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Aziridines are ubiquitous in bioactive molecules and often serve as key synthetic building blocks. We report herein an intramolecular KI/TBHP mediated oxidative dehydrogenative C(sp(3))-H amination reaction to synthesize a diverse array of trans-2,3-disubstituted aziridines in good yields under mild conditions. The synthetic utility of this protocol was further highlighted by a one-pot, two-step synthesis of unprotected aziridines.
引用
收藏
页码:780 / 786
页数:7
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