Synthesis and Antiviral Bioactivities of α-Aminophosphonates Containing Alkoxyethyl Moieties

Abstract

A simple, efficient, and general method has been developed for the synthesis of various α-aminophosphonate derivatives 4a-4l by treatment of substituted benzaldehydes and aniline with bis(2-methoxyethyl)-or bis(2-ethoxyethyl) phosphite under microwave irradiation without solvents and catalysts. The products were characterized by elemental analysis, IR, 1 H-NMR, 13 C-and 31 P-NMR spectra. The X-ray crystallographic data of the representative compound 4l was determined. The new α-aminophosphonate derivatives were found to possess moderate to good antiviral activity.

An effective route to fluorine containing asymmetric α‐aminophosphonates using chiral Bronsted acid catalyst

“…[7][8][9] Some racemic a-aminiophosphonates containing fluorine or heterocycle moieties such as thiophene, pyrrole, 1,3,4-thiadiazole, and benzothiazole are reported to have potential anticancer properties, with the later one displaying excellent fungicidal activity in addition to antitumor activity. [10][11][12][13] However, further studies are necessary to identify chiral a-aminiophosphonates containing fluorine or heterocycle moieties with potent antitumor activities. Although, diasteroselective addition of phosphite derivatives to chiral imines, enantioselective addition of phosphites to imines in the presence of chiral metal complexes, and other methods have been reported for the preparation of optically active a-aminiophosphonates, 7-9,14-23 the need to develop a general practical asymmetric route for their synthesis from achiral acyclic imine and simple dialkyl phosphites still remains.…”

Tween-20: An Efficient Catalyst for One-Pot Synthesis of α-Aminophosphonates in Aqueous Media

“…3,4 Many natural and synthetic α-aminophosphonates and their derivatives have greater prominence as anti-HIV, cancer, biotic, bacterial, tumor, and antiviral agents. [5][6][7][8][9][10] Furthermore, α-aminophosphonates are used in agricultural industry as fungicidal, herbicidal agents, and plant growth regulators. [11][12][13] Consequently, different methods have been developed for their synthesis.…”

Fused Heterocyclic Nitrogen Systems Containing Phosphorus Atom

“…In addition, phosphorus containing heterocyclic compounds exposed interesting biologically active 15,16 . Thus, in the present review an attempt has been made to On the other hand, 1-phosphaindolizines (10) was obtained from condensation of 1,3-oxazolo[3,2-a]pyridinium salt (9) with P(SiMe 3 ) 3 via exchange oxygen by phosphorus 27 .…”