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Metal‐Free Visible‐Light Catalytic Deoxygenation of Azaaryl N‐Oxides: Harnessing Photons for Efficient Greener Synthesis
Chemistry - An Asian Journal ( IF 4.1 ) Pub Date : 2024-04-05 , DOI: 10.1002/asia.202400147
Susanta Mandal 1 , Kimron Protim Phukan 1 , Joneswar Basumatary 1 , Biswajit Gopal Roy 2
Affiliation  

Regio‐ and chemo‐selective functionalization of electron deficient azaarenes often required their transformations to corresponding N‐oxides and subsequent removal of oxygen after functionalization to get back the desired substituted azaarenes. An efficient metal‐free visible‐light photo‐redox catalytic deoxygenation of N‐oxides of azaheterocyclic compounds has been developed using acridinium based organo‐photocatalyst in blue LED light. High efficiency and mildness of this methodology has been demonstrated through higher deoxygenation yield of wide variety of azaheterocyclic N‐oxides with reactive functional groups. Robustness of the photocatalytic reduction has been demonstrated through easy scaling‐up of the reaction to gram level without much change in the reaction yield.

中文翻译:

氮杂芳基氮氧化物的无金属可见光催化脱氧:利用光子进行高效的绿色合成

缺电子氮杂芳烃的区域选择性和化学选择性官能化通常需要将其转化为相应的氮氧化物,并在官能化后去除氧,以恢复所需的取代氮杂芳烃。使用吖啶基有机光催化剂在蓝色 LED 光下开发了一种有效的无金属可见光光氧化还原催化脱氧氮杂环化合物的 N-氧化物。该方法的高效性和温和性已通过多种具有反应性官能团的氮杂环N-氧化物的较高脱氧产率得到证明。光催化还原的稳健性已通过将反应轻松放大至克级而得到证明,且反应产率没有太大变化。
更新日期:2024-04-05
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