An efficient method for the synthesis of spiro and fused N-heterocyclic phosphor esters.: Reactions of triketoindan-2-oxime with α-phosphonyl carbanions

被引：17
作者：
Abdou, Wafaa M. [1 ]
Sediek, Ashraf A. [1 ]
Khidre, Maha D. [1 ]
机构：
[1] Natl Res Ctr, Chem Ind Div, Cairo, Egypt
来源：
MONATSHEFTE FUR CHEMIE | 2008年 / 139卷 / 06期
关键词：
triketoindan-2-oxime; alpha-phosphonate carbanions; spiroisooxazoles; N-five- and 6-membered rings;
D O I：
10.1007/s00706-007-0806-z
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Treatment of triketoindan-2-oxime with alpha-phosphonyl carbanions in sodium ethanolate solution at reflux temperature led to a number of the corresponding substituted spiroisooxazole-, fused 1,3-oxazole, and 1,4-oxazine phosphor esters in moderate to high yields. Mechanisms for the formation of five- and six-membered rings are provided. A comparison of Wittig-Horner and Wittig reagent counterparts in reactions with the oxime is discussed. The various biological properties of selected examples of the synthesized products were studied.
引用
收藏
页码：617 / 623
页数：7
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