Mn(III)-Initiated Facile Oxygenation of Heterocyclic 1,3-Dicarbonyl Compounds

Autor: Md. Aminul Haque, Hikaru Igarashi, Md. Taifur Rahman, Hiroshi Nishino
Jazyk: angličtina
Rok vydání: 2011
Předmět:
Zdroj: Molecules, Vol 16, Iss 11, Pp 9562-9581 (2011)
Druh dokumentu: article
ISSN: 1420-3049
DOI: 10.3390/molecules16119562
Popis: The Mn(III)-initiated aerobic oxidation of heterocyclic 1,3-dicarbonyl compounds, such as 4-alkyl-1,2-diphenylpyrazolidine-3,5-diones, 1,3-dialkylpyrrolidine-2,4-diones, 3-alkyl-1,5-dimethylbarbituric acids, and 3-butyl-4-hydroxy-2-quinolinone gave excellent to good yields of the corresponding hydroperoxides, which were gradually degraded by exposure to the metal initiator after the reaction to afford the corresponding alcohols. The synthesis of 30 heterocyclic 1,3-dicarbonyl compounds, the corresponding hydroperoxides and the 10 alcohols, their characterization, and the limitations of the procedure are described. In addition, the mechanism of the hydroperoxidation and the redox decomposition of the hydroperoxides are discussed.
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