Synthesis of 2-(arylamino)ethyl phosphonic acids via the aza-Michael addition on diethyl vinylphosphonate
作者:Nadine Bou Orm、Yasmina Dkhissi、Stéphane Daniele、Laurent Djakovitch
DOI:10.1016/j.tet.2012.10.059
日期:2013.1
A simple way of synthesising 2-(arylamino)ethyl phosphonic esters and acids via the aza-Michael addition of amines to diethyl vinylphoshonate ‘on water’ was developed. Various 2-(arylamino)ethyl phosphonates were initially produced through the condensation of primary and secondary amines with diethyl vinylphosphonate, focussing on those bearing one aromatic moiety, giving generally good to high yields
开发了一种简单的方法,可通过将胺的氮杂-迈克尔加成到“水”上的乙烯基膦酸二乙酯来合成2-(芳基氨基)乙基膦酸酯和酸。最初,伯胺和仲胺与乙烯基膦酸二乙酯缩合生成各种2-(芳基氨基)乙基膦酸酯,重点是带有一个芳族部分的那些,通常具有高至高收率(即75-100%)。然后将这些膦酸酯在溴代甲基硅烷的存在下水解,以定量地给出相应的膦酸。