One Pot Synthesis of α-Aminophosphonates Containing Bromo and 3,4,5-Trimethoxybenzyl Groups under Solvent-free Conditions 英文参考文献.docVIP

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One Pot Synthesis of α-Aminophosphonates Containing Bromo and 3,4,5-Trimethoxybenzyl Groups under Solvent-free Conditions 英文参考文献.doc

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

Molecules 2007, 12, 163-172 molecules ISSN 1420-3049 Full Paper One Pot Synthesis of α-Aminophosphonates Containing Bromo and 3,4,5-Trimethoxybenzyl Groups under Solvent-free Conditions Caihong Li, Baoan Song*, Kai Yan, Gangfang Xu, Deyu Hu, Song Yang, Linhong Jin, Wei Xue and Ping Lu 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-mails:licaihong2004@163.com, lk81@163.com, xuguangf04@163.com, fcc.dyhu@, yangsdqj@126.com, fcc.lhjin@, shouldww@163.com, luping217@ * Author to whom correspondence should be addressed; E-mail:songbaoan22@; Tel.: (+86) 851 3620521, Fax: (+86) 851 3622211 Received: 26 Jan 2007; in revised form: 6 February 2007 / Accepted: 6 February 2007 / Published: 7 February 2007 Abstract: 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. Keywords: α-Aminophosphonates; bromo group; 3,4,5-trimethoxybenzyl group; Kabachnik-Fields reaction; solvent-free conditions; crystallography; biological activity. Molecules 2007, 12 164 Introduction α-Aminophosphonates, structural analogues of natural amino acids, have receiv