THE REACTION OF CARBANIONS FROM 3-METHYL-5-PHENYLISOXAZOLE WITH ELECTROPHILIC COMPOUNDS

被引：8

作者：

ALBEROLA, A

CALVO, L

RODRIGUEZ, TR

SANUDO, C

机构：

[1] Departamento de Química Orgánica, Universidad de Valladolid, Valladolid

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1992年 / 29卷 / 02期

关键词：

D O I：

10.1002/jhet.5570290225

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reactivity of 3-methyl-5-phenylisoxazole against electrophilic compounds in the presence of different bases is studied. With n-BuLi, alkylated products at C-4 position and C-3 methyl group, and, in a few cases, dialkylated isoxazoles are obtained. When the reactions are carried out with LICA, the nature of the alkylated products depends on the alkyl halide used. By using LICA-TMEDA, as deprotonating system, regioselective reaction at the C-3 methyl group is found.

引用

页码：445 / 450

页数：6

共 12 条

[1]

AKIYAMA S, 1973, TETRAHEDRON LETT, P4115

[2] SYNTHESIS OF 4-CARBOSUBSTITUTED ISOXAZOLE DERIVATIVES [J].