TiO2 as a new and reusable catalyst for one-pot three-component syntheses of α-aminophosphonates in solvent-free conditions

TiO2 as a new and reusable catalyst for one-pot three-component syntheses of α-aminophosphonates in solvent-free conditions
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DOI:
10.1016/j.tet.2008.04.016
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发表时间:
2008-06-02
期刊:
影响因子:
2.1
通讯作者:
Hosseini-Sarvari, Mona
Hosseini-Sarvari, Mona
中科院分区:
化学3区
文献类型:
--
作者:
Hosseini-Sarvari, Mona

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据报道,市售二氧化钛 (TiO2) 是合成 α-氨基膦酸盐的极其有效的催化剂。胺、酮的醛和亚磷酸二烷基酯的三组分反应(Kabachnik-Fields 反应)在无溶剂条件下在一锅中发生,以高产率和短时间得到相应的 α-氨基膦酸酯。本研究中 TiO2 催化的 α-氨基膦酸酯合成可能代表了真正的三组分反应,因为没有观察到亚胺或 α-羟基膦酸酯的中间体形成,这表明羰基化合物、胺和亚磷酸酯同时参与过渡态。此外,该催化剂可以重复使用多次,而催化活性没有任何显着损失。 (C) 2008 Elsevier Ltd. 保留所有权利。
Commercially available titania (TiO2) is reported as an extremely efficient catalyst for the synthesis of alpha-aminophosphonates. A three-component reaction of an amine, an aldehyde OF a ketone and a dialkyl phosphite (Kabachnik-Fields reaction) took place in one-pot, under solvent-free conditions to afford the corresponding alpha-aminophosphonates in high yields and short times. The TiO2 catalyzed of alpha-aminophosphonate synthesis in the present study perhaps represents a true three-component reaction as no intermediate formation of either an imine or alpha-hydroxyphosphonate was observed that indicated the simultaneous involvement of the carbonyl compound, the amine and the phosphite in the transition state. Furthermore, the catalyst can be reused for several times without any significant loss of catalytic activity. (C) 2008 Elsevier Ltd. All rights reserved.