叔丁醇钠催化的δ-腈基-δ-芳基-双取代的对亚甲基苯醌和二芳基氧磷的磷氢化反应研究  

NaO^(t)Bu-Catalyzed Hydrophosphonylation of δ-CN-δ-aryl-disubstituted para-Quinone Methides with Phosphine Oxides

作　　者：王东琳 阚玲珑 马玉道[1] 刘磊[1,2] Wang Donglin;Kan Linglong;Ma Yudao;Liu Lei(School of Chemistry and Chemical Engineering,Shandong University,Jinan 250100;Shenzhen Research Institute of Shandong University,Shenzhen,Guangdong 518057)

机构地区：[1]山东大学化学与化工学院,济南250100 [2]山东大学深圳研究院,广东深圳518057

出　　处：《有机化学》2021年第8期3192-3203,共12页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.21971148);深圳面上(No.JCYJ20190807093805572)资助项目.

摘　　要：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.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.

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 

分 类 号：O621.251[理学—有机化学]