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

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 03期

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

页码：2107 / 2116

页数：10

共 64 条

[61] Organocatalytic Chemo- and Regioselective Oxyarylation of Styrenes via a Cascade Reaction: Remote Activation of Hydroxyl Groups [J].