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

来源：

ORGANIC CHEMISTRY FRONTIERS | 2020年 / 7卷 / 05期

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

页码：780 / 786

页数：7

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