一种便捷的β-氨基膦酸酯的合成方法研究  

A convenient method for the synthesis ofβ-aminophosphonate

作　　者：罗建萍 叶汤艳 魏可可 杨丽娟 钏永明 LUO Jian-ping;YE Tang-yan;WEI Ke-ke;YANG Li-juan;CHUAN Yong-ming(School of Chemistry&Environment,Yunnan Minzu University,Kunming 650500,Yunnan,China)

机构地区：[1]云南民族大学化学与环境学院,云南昆明650500

出　　处：《云南大学学报（自然科学版）》2021年第3期570-576,共7页Journal of Yunnan University(Natural Sciences Edition)

基　　金：国家自然科学基金(21762051).

摘　　要：以四丁基溴化铵(TBAB)作为相转移催化剂,催化二异丙基(2-氧代丙基)膦酸酯与α-氨基砜的Mannich反应.通过反应条件的筛选,确定了0℃下,以甲苯作溶剂和质量分数为25%的氢氧化钠做碱的最佳反应条件.通过底物的扩展,合成了一系列β-氨基膦酸酯衍生物5a~5p,收率为66%~88%.通过二异丙基(2-氧代丙基)膦酸酯与α-氨基砜的Mannich反应,提供了一个便捷的制备β-氨基膦酸酯衍生物的方法.The Mannich reaction of diisopropyl(2-oxopropyl)phosphonate withα-aminosulfone was preliminary studied with tetrabutylammonium bromide(TBAB)as a phase transfer catalyst.The best reaction conditions at 0℃,toluene as solvent and 25%sodium hydroxide as alkali were determined through the screening of the reaction conditions.Under the optimal reaction conditions,a series ofβ-aminophosphonate derivatives were synthesized in 66%-88%yield and the structure ofβ-aminophosphonate derivatives 5 a-5 p were confirmed by 1 H NMR,13C NMR and MS.By the Mannich reaction of diisopropyl(2-oxopropyl)phosphonate withα-aminosulfone,a more effective and convenient method for the preparation ofβ-amino phosphonate derivatives was developed.

关 键 词：相转移催化 β-氨基膦酸酯衍生物 MANNICH反应 α-氨基砜 

分 类 号：O621.3[理学—有机化学]