A Diene Synthesis of Quinone Aldehydes

Cycloaddition of 2-(hydroxymethyl)-1,3-butadiene with representative quinones occurs readily in refluxing toluene. Oxidative dehydrogenation of the resulting cycloadduct with activated manganese dioxide in refluxing benzene affords quinone aldehydes in good to excellent overall yield.

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Veröffentlicht in:Synthetic communications 1992-08, Vol.22 (15), p.2155-2164
Hauptverfasser: Cormier, Russell A., Connolly, John S., Pelter, Libbie S.
Format: Artikel
Sprache:eng
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Zusammenfassung:Cycloaddition of 2-(hydroxymethyl)-1,3-butadiene with representative quinones occurs readily in refluxing toluene. Oxidative dehydrogenation of the resulting cycloadduct with activated manganese dioxide in refluxing benzene affords quinone aldehydes in good to excellent overall yield.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397919208019067