Transition-metal-free direct C-3 cyanation of quinoxalin-2(1H)-ones with ammonium thiocyanate as the “CN” source,Organic Chemistry Frontiers

当前位置： X-MOL 学术 › Org. Chem. Front. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Transition-metal-free direct C-3 cyanation of quinoxalin-2(1H)-ones with ammonium thiocyanate as the “CN” source
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2019-11-19 , DOI: 10.1039/c9qo01055f
Jiayang Wang _{1,

2,

3,

4} , Bin Sun _{1,

2,

3,

4} , Liang Zhang _{2,

3,

4,

5} , Tengwei Xu _{2,

3,

4,

5} , Yuanyuan Xie _{2,

3,

4,

5} , Can Jin _{2,

3,

4,

5}

Affiliation

A novel avenue of C–CN bond construction was facilely achieved via the TBHP-mediated oxidative coupling reaction between quinoxalin-2(1H)-one derivatives and ammonium thiocyanate without any metal catalyst. Applying this protocol, a variety of 3-cyanoquinoxalin-2(1H)-one derivatives were prepared in moderate to good yields with good functional-group tolerance under mild conditions. Additionally, this methodology featured a broad substrate scope, excellent regioselectivity and operational simplicity.

中文翻译：

以硫氰酸铵为“ CN”源的喹喔啉-2（1H）-ones的无过渡金属的直接C-3氰化反应

通过TBHP介导的喹喔啉-2（1 H）-一衍生物与硫氰酸铵之间的氧化偶联反应，无需任何金属催化剂，即可轻松实现C-CN键构建的新途径。应用此协议，在温和条件下以中等至良好的收率和良好的官能团耐受性制备了各种3-cyanoquinoxalin-2（1 H）-one衍生物。此外，该方法具有广泛的底物范围，出色的区域选择性和操作简便性。

更新日期：2019-11-19

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11