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Three‐Component Synthesis of Quinolines Based on Radical Cascade Visible‐Light Photoredox Catalysis
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2018-07-24 , DOI: 10.1002/adsc.201800734
Jun-Ho Choi 1 , Cheol-Min Park 1
Affiliation  

Synthesis of highly substituted quinolines has been developed based on three‐component radical cascade based on visible‐light photoredox catalysis. This tandem coupling reaction has been coordinated to proceed with high chemoselectivity based on the differential electronic properties of coupling partners. Subjection of electron‐rich β‐aminoacrylates with electron‐deficient halides and alkenes to the optimized conditions leads to the formation of quinolines in good yields after in situ oxidation of tetrahydroquinolines. Detailed mechanistic studies which reveal an unexpected reaction pathway is described.

中文翻译:

自由基级联可见光光氧化还原催化喹啉的三组分合成

基于可见光光氧化还原催化的三组分自由基级联反应,已经开发了高度取代的喹啉的合成方法。该串联偶联反应已根据偶联配偶体的不同电子性质进行协调,以高化学选择性进行。将富电子的β-氨基丙烯酸酯与缺电子的卤化物和烯烃置于最佳条件下,会导致原位氧化四氢喹啉后,喹啉以高收率形成。详细的机理研究揭示了意外的反应途径。
更新日期:2018-07-24
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