OXIDATIVE HALO-DECARBOXYLATION OF ALPHA-BETA-UNSATURATED CARBOXYLIC-ACIDS

被引：68

作者：

GRAVEN, A ^{[1
]}

JORGENSEN, KA ^{[1
]}

DAHL, S ^{[1
]}

STANCZAK, A ^{[1
]}

机构：

[1] AARHUS UNIV,DEPT CHEM,DK-8000 AARHUS,DENMARK

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 13期

关键词：

D O I：

10.1021/jo00092a009

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A procedure for oxidative halo-decarboxylation of alpha,beta-unsaturated carboxylic acids using iodosylbenzene, or iodosylbenzene diacetate, and N-chloro-, N-bromo-, or N-iodosuccinimide is presented. Good yields of the corresponding bromoalkenes are obtained when the alpha,beta-unsaturated carboxylic acids are substituted with an aromatic substituent in the beta-position and N-bromosuccinimide is used as the halogenation reagent. The scope of mainly the oxidative bromo-decarboxylation reaction is presented, and a tentative mechanism is proposed.

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页码：3543 / 3546

页数：4

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