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

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 [Et 3 NH][HSO 4 ] 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 α-amino phosphonates were evaluated for antifungal and antioxidant activity and were also analyzed for absorption, distribution, metabolism and excretion (ADME) properties. Graphical Abstract