The reactivity of arylphosphine oxides under Bouveault-Blanc reaction conditions

作者: Ewelina Korzeniowska , Anna E. Kozioł , Elżbieta Łastawiecka , Anna Flis , Marek Stankevič

DOI: 10.1016/J.TET.2017.07.004

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摘要: Abstract Treatment of tertiary arylphosphine oxides with alkali metal/alcohol reagent system lead to the corresponding cyclohexyl-substituted phosphine oxides. This transformation makes use inexpensive sodium as electron donor and an alcohol proton source, provides attractive alternative reactions mediated by expensive transition metals. Under optimized conditions numerous mono- diaryl substituted were transformed into dicyclohexyl-substituted in good yields. Furthermore, formation 1,2-bis(phosphinoyl)cyclohexanes or unknown 5,10-dialkyltetradecahydrophosphanthrene 5,10-dioxides side products was observed, which are hardly accessible other procedures.

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