通过电化学碘催化苯乙烯衍生物与二烷基（芳基）二硒醚的氧硒化反应合成β-羟基（烷氧基）硒醚的高效方法
Efficient Protocol for Synthesis of β-Hydroxy(alkoxy)selenides via Electrochemical Iodide-Catalyzed Oxyselenation of Styrene Derivatives with Dialkyl(aryl)diselenides.
作者信息
Chen Jinyang, Mei Lan, Wang Haiying, Hu Li, Sun Xiaorui, Shi Jianwei, Li Qiang
机构信息
Chongqing Key Laboratory of Inorganic Special Functional Materials,College of Chemistry and Chemical Engineering Yangtze Normal University, Fuling Chongqing 408000 P. R. China.
Institution of Functional Organic Molecules and Materials, School of Chemistry and Chemical Engineering Liaocheng University No. 1, Hunan Street Liaocheng, Shandong 252059 P. R. China.
出版信息
ChemistryOpen. 2019 Sep 10;8(10):1230-1234. doi: 10.1002/open.201900246. eCollection 2019 Oct.
An efficient protocol for the synthesis of β-hydroxy(alkoxy)selenides was developed through the electrochemical iodide-catalyzed oxyselenation of styrene derivatives with dialkyl(aryl)diselenides under mild reaction conditions. Mechanistic studies showed that the cation I is involved during the whole process, and accelerates the formation of seleniranium ion via substitution and addition reaction with dialkyl(aryl)diselenides and styrene derivatives. The corresponding products are formed in good to excellent yields. This electrochemical oxyselenation provides an efficient strategy for difunctionalization of alkenes.
通过在温和反应条件下，用电化学碘化物催化苯乙烯衍生物与二烷基（芳基）二硒醚进行氧硒化反应，开发了一种高效合成β-羟基（烷氧基）硒醚的方法。机理研究表明，阳离子I参与了整个过程，并通过与二烷基（芳基）二硒醚和苯乙烯衍生物的取代和加成反应加速了硒鎓离子的形成。相应产物的产率良好至优异。这种电化学氧硒化反应为烯烃的双官能团化提供了一种有效策略。
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