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.
作者
王东琳
阚玲珑
马玉道
刘磊
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)
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
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.
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
para-quinone methide
diarylmethyl phosphorus oxide
hydrophosphonylation
quaternary stereocenter
1,6-conjugate addition
