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Efficient Protocol for Synthesis of β-Hydroxy(alkoxy)selenides via Electrochemical Iodide-Catalyzed Oxyselenation of Styrene Derivatives with Dialkyl(aryl)diselenides.
ChemistryOpen ( IF 2.5 ) Pub Date : 2019-09-10 , DOI: 10.1002/open.201900246
Jinyang Chen 1 , Lan Mei 1 , Haiying Wang 1 , Li Hu 1 , Xiaorui Sun 1 , Jianwei Shi 1 , Qiang Li 2
Affiliation  

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.

中文翻译:

通过电化学碘化物催化苯乙烯衍生物与二烷基(芳基)二硒化物的氧化硒化物合成 β-羟基(烷氧基)硒化物的有效方案。

通过在温和的反应条件下,通过电化学碘化物催化苯乙烯衍生物与二烷基(芳基)二硒化物的氧化硒化反应,开发了一种有效合成β-羟基(烷氧基)硒化物的方案。机理研究表明,阳离子I +参与整个过程,并通过与二烷基(芳基)二硒化物和苯乙烯衍生物的取代和加成反应加速硒离子的形成。相应的产品以良好到优异的产率形成。这种电化学氧化硒化反应为烯烃双官能化提供了一种有效的策略。
更新日期:2019-09-10
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