One-pot and catalyst-free synthesis of novel α-aminophosphonates under microwave irradiation and their biological activity

K. Venkata Ramanaa, S. Rasheed

Abstract

A simple and an efficient synthetic protocol was adopted for the synthesis of novel α-aminophosphonate derivatives containing quinoline moiety such as diethyl (2-chloro-6-methoxyquinolin-3-yl) (substituted phenylamino) methylphosphonates (4a-j) through one-pot three - component Kabachnik-Fields reaction. 2-Chloro-6- methoxyquinolin-3-carboxaldehyde (1), different substituted amines (2a-j) and diethylphosphite (3) were reacted in toluene under microwave irradiation without catalyst to obtain title compounds. The structures of the title compounds (4a-j) were confirmed by IR, 1H, 13C, 31P NMR, mass spectral and elemental analysis. The newly synthesized compounds were screened for their antiviral activity against Tobacco mosaic virus (TMV) and antioxidant activity was evaluated by DPPH and SOD methods. The title compounds exhibited potent antiviral and antioxidant activities