FeCl2-catalyzed intramolecular chloroamination reactions

被引：50

作者：

Danielec, H ^{[1
]}

Klügge, J ^{[1
]}

Schlummer, B ^{[1
]}

Bach, T ^{[1
]}

机构：

[1] Tech Univ Munich, Lehrstuhl Organ Chem 1, D-85747 Garching, Germany

来源：

SYNTHESIS-STUTTGART | 2006年 / 03期

关键词：

aminations; chloroaminations; chlorolactamizations; homogenous catalysis; iron; radical reactions;

D O I：

10.1055/s-2005-918500

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Alkenyloxycarbonyl azides 1 and 2-alkynytoxycarbonyl azides 3 undergo in the presence of trimethylsilyl chloride and catalytic amounts of FeCl2 an intramolecular chloroamination (aminochlorination) reaction (Procedure 1). The corresponding oxazolidinones 2 and 4 are formed in moderate to excellent yields (47-99%). The same reagent combination can be employed to convert azides 6 of gamma,delta-unsaturated carboxylic acids into the corresponding lactams 7. The latter reaction is best conducted as a one-pot reaction (Procedure 2) starting from the acids 5 without isolation of the corresponding azides (57-75% yield).

引用

页码：551 / 556

页数：6

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