Microwave-assisted periselective annulation of triarylphosphenes with aldehydes and ketones
作者:Yun Luo、Zhicheng Fu、Xingyang Fu、Changle Du、Jiaxi Xu
DOI:10.1039/d0ob02011g
日期:——
diazo(aryl)methyl(diaryl)phosphine oxides with aldehydes and ketones generates benzo-δ-phosphinolactones in low to good yields with 1,1-diarylalk-1-enes as byproducts under microwave irradiation. Diazo(aryl)methyl(diaryl)phosphine oxides first undergo a Wolff rearrangement to form diaryl(aryl)phosphenes, which further react with aldehydes and ketones to afford benzo-δ-phosphinolactones and β-phosphinolactones
重氮(芳基)甲基(二芳基)氧化膦与醛和酮的反应生成苯并-δ-膦内酯,收率从低到高,1,1-二芳基烷-1-烯在微波照射下作为副产物。重氮(芳基)甲基(二芳基)氧化膦首先经历 Wolff 重排以形成二芳基(芳基)膦,其进一步与醛和酮反应生成苯并-δ-膦内酯和 β-膦内酯。后者在加热下不稳定并在反应条件下分裂成相应的1,1-二芳基烷-1-烯和芳基二氧化膦。芳基二氧化膦在后处理过程中变成芳基膦酸。环化中的选择性表明二芳基(芳基)膦与大多数醛和酮的反应有利于膦苯基参与(4 + 2)环化而不是(2 + 2)环化。