Synthesis of new functionalized aryl and pyridyl aminomethylenebisphosphonic acids and their derivatives via silicon-assisted methodology
作者:Andrey A. Prishchenko、Roman S. Alekseyev、Mikhail V. Livantsov、Olga P. Novikova、Ludmila I. Livantsova、Valery S. Petrosyan
DOI:10.1016/j.jorganchem.2020.121177
日期:2020.4
The new convenient synthesis of functionalized aryl and pyridyl aminomethylenebisphosphonic acids and their derivatives has been developed via silicon-assisted methodology. New functionalized aminomethylenebisphosphonic acids containing pyridines moieties were obtained using unique reaction of tris(trimethylsilyl) phosphite with N-formyl aminopyridines and trimethylsilyl triflate as a catalyst under
通过硅辅助方法已经开发了新的方便的合成官能化的芳基和吡啶基氨基亚甲基双膦酸及其衍生物的方法。利用亚磷酸三(三甲基甲硅烷基)酯与N的独特反应,获得了含有吡啶部分的新功能化氨基亚甲基双膦酸-甲酰基氨基吡啶和三氟甲磺酸三甲基甲硅烷基酯在温和条件下作为催化剂。中间体–形成的四(三甲基甲硅烷基)氨基亚甲基双膦酸酯通过用过量甲醇进一步处理而转化为目标酸。相反,在氯化锌催化剂的存在下,在加热(130℃)下,将四种组分的混合物(亚磷酸二乙基三甲基甲硅烷基酯,原甲酸三乙基酯,芳基或吡啶基胺和亚磷酸二乙基酯)合成相应的四乙基氨基亚甲基双膦酸酯。提出并详细讨论了目标物质形成的催化方案。