Visible-Light-Promoted Radical Cyclization and N−N Bond Cleavage Relay of N-Aminopyridinium Ylides for Access to 2,3-Difunctionalized Indoles,Advanced Synthesis & Catalysis

当前位置： X-MOL 学术 › Adv. Synth. Catal. › 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.)

Visible-Light-Promoted Radical Cyclization and N−N Bond Cleavage Relay of N-Aminopyridinium Ylides for Access to 2,3-Difunctionalized Indoles
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2022-05-20 , DOI: 10.1002/adsc.202200248
Meng-Meng Xu ₁ , Wen-Bin Cao ₁ , Xiaoping Xu ₂ , Shun-Jun Ji ₁

Affiliation

Reported herein is a photocatalytic platform for the vicinal aminopyridylation of indoles. The accurate difunctionalization reaction undergoes a tandem process involving a radical-mediated 1,3-dipolar cycloaddtion which generated from the single-electron oxidation of N-aminopyridinium ylides, a cleavage of the N−N bond as well as an oxidation of indoline ring. The electrophilic pyridyl and nucleophilic amino groups can be installed simultaneously into a wide range of indoles under mild and metal-free conditions. Moreover, the protocol shows high levels of step and atom economy.

中文翻译：

N-氨基吡啶鎓叶立德的可见光促进自由基环化和 N-N 键断裂中继以获得 2,3-双官能化吲哚

本文报道了一种用于吲哚连位氨基吡啶化的光催化平台。精确的双官能化反应经历了一个串联过程，涉及自由基介导的 1,3-偶极环加成反应，该反应由N-氨基吡啶鎓叶立德的单电子氧化、NN键的断裂以及二氢吲哚环的氧化产生。在温和和无金属条件下，亲电子吡啶基和亲核氨基可以同时安装到各种吲哚中。此外，该协议显示出高水平的步骤和原子经济性。

更新日期：2022-05-20

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