[Et3NH][HSO4]-catalyzed one-pot, solvent-free synthesis and biological evaluation of α-amino phosphonates

被引:19
作者
Shaikh, Mubarak H. [1 ]
Subhedar, Dnyaneshwar D. [1 ]
Khan, Firoz A. Kalam [2 ]
Sangshetti, Jaiprakash N. [2 ]
Shingate, Bapurao B. [1 ]
机构
[1] Dr Babasaheb Ambedkar Marathwada Univ, Dept Chem, Aurangabad 431004, Maharashtra, India
[2] YB Chavan Coll Pharm, Dept Pharmaceut Chem, Dr Rafiq Zakaria Campus, Aurangabad 431001, Maharashtra, India
关键词
Ionic liquid; alpha-Aminophosphonate; Antifungal; Antioxidant; ADME prediction; KABACHNIK-FIELDS REACTION; IONIC LIQUIDS; CONVENIENT SYNTHESIS; LANTHANIDE TRIFLATE; SCHIFF-BASES; EFFICIENT; CATALYST; AMINOPHOSPHONATE; SOLUBILITY; REACTIVITY;
D O I
10.1007/s11164-015-2348-z
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of dimethyl (phenyl(phenylamino)methyl)phosphonates and novel dimethyl ((phenylamino)(2-(prop-2-yn-1-yloxy)phenyl)methyl)phosphonates as potential antifungal agents were synthesized via one-pot, three-component condensation of aldehydes, amines and trimethyl phosphite in solvent-free conditions using [Et3NH][HSO4] as an efficient, eco-friendly and reusable catalyst. Compared to other methods, this new method consistently has advantages, including excellent yields, a short reaction time, mild reaction conditions and catalyst reusability. The newly synthesized propargylated ether containing alpha-amino phosphonates were evaluated for antifungal and antioxidant activity and were also analyzed for absorption, distribution, metabolism and excretion (ADME) properties. [GRAPHICS] .
引用
收藏
页码:5115 / 5131
页数:17
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