Aza-Wittig reaction of N-phosphorylalkyl phosphazenes with carbonyl compounds and phenylisocyanate.: Synthesis of 4-amino-3-phosphoryl-2-azadienes and pyrazine-phosphonates

被引：52
作者：
Palacios, F [1 ]
de Retana, AMO [1 ]
de Marigorta, EM [1 ]
Rodriguez, M [1 ]
Pagalday, J [1 ]
机构：
[1] Univ Basque Country, Fac Farm, Dept Quim Organ 1, Vitoria 01080, Spain
来源：
TETRAHEDRON | 2003年 / 59卷 / 15期
关键词：
phosphazenes; Aza-Wittig; aminophosphonates; azadienes; pyrroles; pyrazines;
D O I：
10.1016/S0040-4020(03)00337-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Simple and functionalized N-phosphorylalkyl imines and N-phosphorylalkyl-N'-phenyl-carbodiimides are obtained by aza-Wittig reaction of phosphazenes derived from aminophosphonates with carbonyl compounds and phenyl isocyanate. The reaction with dimethylformamide diethyl acetal (DMF-DEA) of these functionalized imines leads to the synthesis of 4-amino-3-phosphoryl-2-azadienes. N-Phosphorylmethyl imine derived from benzaldehyde can be used for the preparation of substituted pyrrole-phosphonates, while acid treatment of 4-dimethylamino-3-diethylphosphoryl-1-phenyl-2-azadiene gives diethyl 5-diethylphosphorylpyrazin-2-ylphosphonate. (C) 2003 Elsevier Science Ltd. All rights reserved.
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页码：2617 / 2623
页数：7
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