Visible light-promoted, iodine-catalyzed selenoalkoxylation of olefins with diselenides and alcohols in the presence of hydrogen peroxide/air oxidant: an efficient access to α-alkoxyl selenides
Under iodine-catalyzed and visible light-irradiated aerobic conditions, selenoalkoxylation of olefins with diselenides and alcohols can be efficiently achieved to afford the useful α-alkoxyl selenides in the presence of only 0.5 equiv. of H_2O_2. Controlling the sub-stoichiometric H_2O_2 amount is c...
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Veröffentlicht in: | Science China. Chemistry 2018-03, Vol.61 (3), p.294-299 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Under iodine-catalyzed and visible light-irradiated aerobic conditions, selenoalkoxylation of olefins with diselenides and alcohols can be efficiently achieved to afford the useful α-alkoxyl selenides in the presence of only 0.5 equiv. of H_2O_2. Controlling the sub-stoichiometric H_2O_2 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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ISSN: | 1674-7291 1869-1870 |
DOI: | 10.1007/s11426-017-9158-y |