One Pot Synthesis of α-Aminophosphonates Containing Bromo and 3,4,5-Trimethoxybenzyl Groups under Solvent-free Conditions

Molecules

Caihong Li²  Baoan Song¹  Kai Yan²  Gangfang Xu²  Deyu Hu²  Song Yang²  Linhong Jin²  Wei Xue² 

[1] Center for Research and Development of Fine Chemicals, Guizhou University, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guiyang, 550025, P. R. China. E-mail

关键词: α-Aminophosphonates;    bromo group;    3;    4;    5-trimethoxybenzyl group;    Kabachnik-Fields reaction;    solvent-free conditions;    crystallography;    biological activity;   

DOI  :  10.3390/12020163

来源: mdpi

【 摘 要 】

New α-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, ¹H-, ¹³C- and ³¹P-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.

【 授权许可】

Unknown   
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