FUNCTIONALIZATION IN POSITION-3 OF 3,5-DICHLORO-2H-1,4-OXAZIN-2-ONES

被引：10

作者：

VANAKEN, KJ ^{[1
]}

MEERPOEL, L ^{[1
]}

HOORNAERT, GJ ^{[1
]}

机构：

[1] KATHOLIEKE UNIV LEUVEN,DEPT CHEM,CELESTIJNENLAAN 200F,B-3001 LOUVAIN,BELGIUM

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 19期

关键词：

2H-1,4-OXAZIN-2-ONES; CYCLIC IMIDOYL CHLORIDE; ELECTROPHILIC CATALYSIS; DIELS-ALDER REACTION; PYRIDINES;

D O I：

10.1016/S0040-4039(00)79064-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Electrophilic catalysis is shown to give selective substitution of the imidoyl chloride group in 3,5-dichloro-2H-1,4-oxazin-2-ones, avoiding competitive reactions of the nucleophile with the lactone function. With other nucleophiles (SCN-, CH2N2) cyclisations involving the azadiene- or the imine function take place. Cycloaddition of the obtained oxazinones to acetylenic compounds provides polyfunctionalized pyridines.

引用

页码：2713 / 2716

页数：4

共 17 条

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