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可见光介导喹喔啉-2(1H)-酮C3-H缩醛化反应
Visible-Light-Mediated C3-H Acetalation of Quinoxalin-2(1H)-ones
【摘要】 报道了一种可见光介导1,2,3,5-四(咔唑-9-基)-4,6-二氰基苯(4Cz IPN)催化喹喔啉-2(1H)-酮与乙缩醛酸的C3-H脱羧乙缩醛反应合成3-乙缩醛基喹喔啉-2(1H)-酮的方法.该反应采用空气为氧化剂,在室温下实现了一系列3-乙缩醛基喹喔啉-2(1H)-酮的绿色构建,反应具有能源清洁、条件温和、非金属参与和氧化剂绿色等优点.自由基捕捉实验和荧光猝灭实验表明,该反应涉及光诱导自由基反应历程.
【Abstract】 Visible-light-mediated 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene(4CzIPN) catalyzed decarboxylic acetalation of quinoxalin-2(1H)-ones with glyoxylic acid acetalde to access 3-acetal quinoxalin-2(1H)-ones has been reported. This reaction provides a green and efficient approach to construct a series of 3-acetal quinoxalin-2(1H)-ones by using of air as the oxidant at room temperature, which has the advantages of clean source of energy, mild conditions, metal-free and green oxidant. Radical trapping experiment and fluorescence quenching experiments showed that visible-light promoted radical reaction process was involved in this reaction system.
【Key words】 visible-light; quinoxalin-2(1H)-ones; decarboxylic acetalation; radical reaction;
- 【文献出处】 有机化学 ,Chinese Journal of Organic Chemistry , 编辑部邮箱 ,2022年12期
- 【分类号】O626
- 【下载频次】7