期刊
SCIENCE CHINA-CHEMISTRY
卷 61, 期 3, 页码 294-299出版社
SCIENCE PRESS
DOI: 10.1007/s11426-017-9158-y
关键词
selenium; alkoxyl selenide; aerobic oxidation; visible light; iodine catalysis
资金
- National Natural Science Foundation of China [21202141, 21672069]
- Priority Academic Program Development of Jiangsu Higher Education Institutions
- Open Project Program of Jiangsu Key Laboratory of Zoonosis [R1509]
- High Level Talent Support Project of Yangzhou University
Under iodine-catalyzed and visible light-irradiated aerobic conditions, selenoalkoxylation of olefins with diselenides and alcohols can be efficiently achieved to afford the useful alpha-alkoxyl selenides in the presence of only 0.5 equiv. of H2O2. Controlling the sub-stoichiometric H2O2 amount is crucial to avoid the non-selective over-oxidation of the diselenides that leads to the ineffective hyper-valent selenium compounds. Meanwhile, under visible light irradiation, the green, safe, and low-cost air can work as a supplemental mild oxidant in the reaction to ensure selective oxidation of the diselenides, full conversion of the reactants, and ultimately good yield of the products.
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