Developments in Synthetic Application of Selenium(IV) Oxide and Organoselenium Compounds as Oxygen Donors and Oxygen-Transfer Agents.

作者: Jacek Młochowski , Halina Wójtowicz-Młochowska

DOI: 10.3390/MOLECULES200610205

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摘要: A variety of selenium compounds were proven to be useful reagents and catalysts for organic synthesis over the past several decades. The most interesting aspect, which emerged in recent years, concerns application hydroperoxide/selenium(IV) oxide hydroperoxide/organoselenium catalyst systems, as "green reagents" oxidation different functional groups. topic oxidations catalyzed by organoselenium derivatives has rapidly expanded last fifteen years This paper is devoted synthetic applications reactions mediated such selenium(IV) oxide, areneseleninic acids, their anhydrides, selenides, diselenides, benzisoselenazol-3(2H)-ones other less often used compounds. All these have been successfully applied various practical syntheses epoxidation, 1,2-dihydroxylation, α-oxyfunctionalization alkenes, well ring contraction cycloalkanones, conversion halomethyl, hydroxymethyl or active methylene groups into formyl groups, carbonyl carboxylic acids and/or lactones, sulfides sulfoxides, secondary amines nitrones regeneration parent from azomethine derivatives. Other dehydrogenation aromatization, carbon-carbon bond cleavage, oxidative amidation, bromolactonization bromide subsequent with alkenes are also (IV) mechanisms ionic free radical character depending on substrate oxidant discussed. Coverage literature up early 2015 provided. Links made reviews that summarize earlier methods preparation catalysts.

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