可见光诱导的铜催化氧化还原活性酯与杂芳烃的脱羧偶联反应
Visible-Light-Induced Copper-Catalyzed Decarboxylative Coupling of Redox-Active Esters with -Heteroarenes.
作者信息
Lyu Xue-Li, Huang Shi-Sheng, Song Hong-Jian, Liu Yu-Xiu, Wang Qing-Min
机构信息
State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, College of Chemistry , Nankai University , Tianjin 300071 , People's Republic of China.
Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) , Tianjin 300071 , People's Republic of China.
出版信息
Org Lett. 2019 Jul 19;21(14):5728-5732. doi: 10.1021/acs.orglett.9b02105. Epub 2019 Jun 28.
Herein we report a protocol for visible-light-induced copper-catalyzed decarboxylative coupling reactions between -heteroarenes and redox-active esters. Various -hydroxyphthalimide esters reacted with isoquinoline, quinoline, pyridine, pyrimidine, quinazoline, phthalazine, phenanthridine, and pyridazine to give the corresponding products in modest to excellent yields. The reactions proceed under mild conditions and have a broad scope and high functional group tolerance. Mechanistic studies revealed that the catalytic behavior of Cu photocatalyst generated in situ was consistent with that of preformed [Cu(dmp)(xantphos)]BF.
在此，我们报道了一种用于可见光诱导的含氮杂芳烃与氧化还原活性酯之间的铜催化脱羧偶联反应的方案。各种N-羟基邻苯二甲酰亚胺酯与异喹啉、喹啉、吡啶、嘧啶、喹唑啉、酞嗪、菲啶和哒嗪反应，以中等至优异的产率得到相应产物。该反应在温和条件下进行，具有广泛的底物范围和高官能团耐受性。机理研究表明，原位生成的铜光催化剂的催化行为与预先制备的[Cu(dmp)(xantphos)]BF一致。
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