Oxidative Radical-Mediated Addition of Ethers to Quinone Imine Ketals: An Access to Hemiaminals

被引:9
作者
More, Satish G. [1 ,2 ]
Kamble, Rohit B. [1 ,2 ]
Suryavanshi, Gurunath [1 ,2 ]
机构
[1] Natl Chem Lab, CSIR, Chem Engn & Proc Dev Div, Pune 411008, Maharashtra, India
[2] Acad Sci & Innovat Res, Ghaziabad 201002, Uttar Pradesh, India
关键词
TRANSITION-METAL-FREE; C-H AMINATION; CYCLIC ETHERS; AMIDATION; BONDS; ACIDS; ACTIVATION; RUTHENIUM; ADJACENT; STRATEGY;
D O I
10.1021/acs.joc.0c02254
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The highly regioselective synthesis of substituted hemiaminal via addition of ethers to quinone imine ketals (QIKs) has been developed under metal-free conditions. In the presence of tetrabutylammonium chloride and potassium persulfate (K2S2O8), QIKs couple efficiently with cyclic and acyclic ethers to give hemiaminals. This strategy offers an easy access to substituted hemiaminal ethers with high functional group tolerance in good to excellent yields.
引用
收藏
页码:2107 / 2116
页数:10
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