Aminophosphonic derivatives of chromone.: Synthesis of novel chromone-3-(α-amino) methanephosphonic acids

被引：19

作者：

Boduszek, B ^{[1
]}

Lipinski, M

Kowalska, MW

机构：

[1] Wroclaw Univ Technol, Inst Organ Chem Biochem & Biotechnol, PL-50370 Wroclaw, Poland

[2] Wroclaw B Beirut Univ, Fac Chem, PL-50383 Wroclaw, Poland

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 1998年 / 143卷

关键词：

3-formylcbromones; amidoalkylation reaction; diphenyl chromone-3-(alpha-amino); -methanephosphonates; chromone-2-[(alpha-(N-benzyl)amino; methanephosphonic acid;

D O I：

10.1080/10426509808045496

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Reactions of 3-formylchromones with benzyl carbamate and triphenyl phosphite in acetic acid lead to the corresponding diphenyl chromone-3-[alpha(-N-benzyloxycarbonyl)amino]methanephosphonates 2 in high yields. Deprotection of the Z-substituted diphenyl esters 2 by means of acetic hydrogen bromide solution and the subsequent hydrolysis by means of 20% aq. HCl, lead to the final chromone-3-(alpha -amino)methanephosphonic acids 4. Attempts of synthesis of the corresponding chromone-2- aminophosphonic derivatives by this way, have failed. On the other hand, chromone-2-(alpha -amino)methanephosphonic acid (6) was successfully obtained by an addition of tris(trimethylsilyl) phosphite to the aldimine, which was formed from the 2-formylchromone.

引用

页码：179 / 189

页数：11

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