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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 |
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| Authors: | Dr Jinyang Chen Lan Mei Haiying Wang Li Hu Xiaorui Sun Dr Jianwei Shi Dr Qiang Li |
| Institution: | 1. Chongqing Key Laboratory of Inorganic Special Functional Materials,College of Chemistry and Chemical Engineering, Yangtze Normal University, Fuling, Chongqing, 408000 P. R. China;2. 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 |
| Abstract: | 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. |
| Keywords: | iodide-catalyzed reactions electrochemical oxyselenation β-hydroxy(alkoxy)selenides green chemistry electrosynthesis |