Synthesis of 4-oxo-3a,4,5,6-tetrahydroimidazo[1,5-b]isoxazole-3-carboxylic acid esters

被引：11

作者：

Coskun, N ^{[1
]}

Yilmaz, B ^{[1
]}

机构：

[1] Uludag Univ, Dept Chem, TR-16059 Gorukle, Bursa, Turkey

来源：

SYNTHETIC COMMUNICATIONS | 2004年 / 34卷 / 09期

关键词：

imidazole; heterocycles; adducts; nitrones;

D O I：

10.1081/SCC-120030749

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-Imidazoline 3-oxides react regioselectively with 3-phenylpropanoic acid alkyl esters to give the corresponding 2-phenyl-3a,4,5,6-tetrahydroimidazol 1,5-b]isoxazole-3-carboxylic acid alkyl esters. This adducts convert to imidazole and the corresponding. alkyl 3-oxo-3-phenylpropanoic acid esters when treated with alkoxides or heated under vacuum. Attempts to oxidise the carbon-carbon double bond using KMnO4-FeSO4 led to the formation of heretofore unknown 4-oxo-3a,4,5,6-tetrahydroimidazo[1,5-b]isoxazoles.

引用

页码：1617 / 1623

页数：7

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