Journal
MOLECULES
Volume 12, Issue 2, Pages 163-172Publisher
MDPI
DOI: 10.3390/12020163
Keywords
alpha-Aminophosphonates; bromo group; 3,4,5-trimethoxybenzyl group; Kabachnik-Fields reaction; solvent-free conditions; crystallography; biological activity
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New alpha-aminophosphonates were synthesized by the Kabachnik-Fields reaction of 3,4,5-trimethoxybenzaldehyde (TMB) with p- or m-bromoaniline and a dialkyl phosphite under solvent-free conditions. TMB was prepared from gallic acid via a four step synthetic sequence involving etherification, esterification, hydrazidation and potassium ferricyanide oxidation. The structures of all synthesized compounds were confirmed by elemental analysis, IR, H-1-, C-13- and P-31-NMR spectral data. Compound 7g was also characterized by X-ray crystallography. A half-leaf method was used to determine the in vivo curative efficacy of the eight title products against tobacco mosaic virus (TMV). It was found that compounds 7g and 7h possess good in vivo curative effects against TMV.
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