Metal- and additive-free radical-triggered nitration/cyclization to construct indolo[2,1-α]isoquinoline and benzimidazo[2,1-a]isoquinolin-6(5H)-one derivatives using t-BuONO as nitro reagents,Organic & Biomolecular Chemistry

当前位置： X-MOL 学术 › Org. Biomol. Chem. › 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.)

Metal- and additive-free radical-triggered nitration/cyclization to construct indolo[2,1-α]isoquinoline and benzimidazo[2,1-a]isoquinolin-6(5H)-one derivatives using t-BuONO as nitro reagents
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2023-06-07 , DOI: 10.1039/d3ob00630a
Yucai Tang ₁ , Yiting Yang ₁ , Qian Zhou ₁ , Jinglin Duan ₁ , Biyu Yang ₁ , Changyuan Du ₁ , Yupeng He ₁

Affiliation

An efficient metal- and additive-free nitro radical-triggered addition/cyclization of 2-aryl-N-acryloyl indoles/2-arylbenzimidazoles for the synthesis of nitro-substituted indolo[2,1-α]isoquinoline and benzimidazo[2,1-a]isoquinolin-6(5H)-one derivatives has been developed. The commercially available and low-cost t-BuONO was used as a nitro reagent. Due to mild reaction conditions, a variety of functional groups could be tolerated to give the corresponding products in moderate to good yields. Moreover, this nitration process could be scaled-up and the nitro group could be readily converted into the amino group, which may find applications in synthetic and medicinal chemistry.

中文翻译：

使用 t-BuONO 作为硝基试剂，金属和添加剂自由基触发硝化/环化构建吲哚并[2,1-α]异喹啉和苯并咪唑并[2,1-a]异喹啉-6(5H)-酮衍生物

一种有效的无金属和添加剂的硝基引发的2-芳基-N-丙烯酰吲哚/2-芳基苯并咪唑的加成/环化反应，用于合成硝基取代的吲哚并[2,1- α ]异喹啉和苯并咪唑[2,1 -已开发出a ]isoquinolin-6(5 H )-one衍生物。使用市售且成本低廉的t -BuONO作为硝基试剂。由于反应条件温和，可以耐受多种官能团，以中等至良好的收率得到相应的产物。此外，这种硝化过程可以放大，硝基可以很容易地转化为氨基，这可能在合成和药物化学中得到应用。

更新日期：2023-06-07

点击分享查看原文

点击收藏

阅读更多本刊新发论文本刊介绍/投稿指南