摘要/Abstract

报道了一种高效的δ-腈基-δ-芳基-双取代的对亚甲基苯醌和二芳基氧磷的1,6-共轭加成反应, 合成了含有氰基取代的季碳中心的二芳基甲烷膦氧化合物. 在温和的反应条件下此磷氢化反应能够顺利进行, 以74%~92%的收率得到目标产物. 另外, 该反应具有优秀的官能团兼容性, 展示出了很好的底物范围. 所合成的含有氰基取代季碳中心的二芳基(多取代甲基)膦氧化合物在发展新的配体方面具有潜在的应用价值.
关键词: 对亚甲基苯醌, 二芳基甲烷膦氧化合物, 磷氢化, 季碳中心, 1,6-共轭加成反应
An effective method for the construction of diarylmethyl phosphorus oxides containing CN-substituted quaternary stereocenters via 1,6-conjugated addition has been developed. Under mild condition, the hydrophosphonylation process of δ-CN-δ-aryl-disubstituted para-quinone methides (p-QMs) with diarylphosphine oxides underwent smoothly, affording the desired products in 74%~92% yields. In addition, this protocol features great functional group tolerance and displays a broad substrate scope. Diaryl (multi-substituted methyl) phosphorus oxides bearing CN-substituted quaternary stereocenters synthesized by this efficient method has the potential application in the discovery of new ligands.
Key words: para-quinone methide, diarylmethyl phosphorus oxide, hydrophosphonylation, quaternary stereocenter, 1,6- conjugate addition


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