Efficient and green syntheses of novel γ-aminophosphonate and phosphine oxide derivatives

Green Chemistry Letters and Reviews

Aymen Wahbi¹ 

关键词: γ-aminophosphonates;    phosphine oxides;    reductive amination;    sodium borohydride;    green synthesis;   

DOI  :  10.1080/17518253.2014.895863

学科分类：化学（综合）

来源: Taylor & Francis

【 摘 要 】

Two synthetic protocols leading to novel γ-aminophosphonate and phosphine oxide derivatives, by reductive amination of γ-phosphonylketones, are reported. The first method involved a two-step procedure. Imine intermediates were first isolated from the p-toluenesulfonic acid-catalyzed reaction of primary amines with γ-ketophosphonates and phosphine oxides, then reduced with NaBH4 in refluxing ethanol. The second method consists of a one-pot procedure which includes the condensation of γ-ketophosphonates and phosphine oxides with primary amines, in the presence of molecular sieves, followed by reduction with NaBH4. These methods offer significant advantages over prior reports, such as efficiency, generality, and good yields. Furthermore, they are green protocols avoiding hazardous hydrides and solvents.

【 授权许可】

Unknown