Yong Jiang , Fumei Ke , Chen Zhu , Daixi Li , Tao Shen
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引用次数: 0
摘要
三官能化是一种有效的方法,可通过从简单易得的原材料中加入三个官能团来快速提高分子的复杂性。在此,我们介绍了一种烯丙基醚的电化学三官能化方案,该方案可合成多种二溴乙酰氧基化和三卤化产品。进一步的克级合成和不同产品的转化证明了其在制药行业的潜在应用。机理研究表明,该过程涉及 CC 键的级联氧化双官能化和苄基 C-H 键的氧化官能化。
Electrochemical dibromoacetoxylation and trihalogenation of allylarenes
Trifunctionalization serves as an efficient method for rapidly enhancing molecular complexity by incorporating three functional groups from simple, readily available raw materials. Herein, we describe an electrochemical trifunctionalization protocol for allylarenes that enables the synthesis of a diverse range of dibromoacetoxylated and trihalogenated products. Further gram-scale synthesis and divergent transformation of products demonstrate potential application in the pharmaceutical industry. Mechanistic studies reveal the process involves a cascade oxidative difunctionalization of CC bond and oxidative functionalization of benzylic C–H bond.