SITE-SELECTIVE AND REGIOSELECTIVE CYCLOADDITION OF N-PROPADIENYLANILINES WITH NITRILE OXIDES - CLAISEN-TYPE REARRANGEMENT OF THE CYCLOADDUCTS

被引：14

作者：

BROGGINI, G ^{[1
]}

ZECCHI, G ^{[1
]}

机构：

[1] UNIV MILAN,DIPARTIMENTO CHIM ORGAN & IND,VIA GOLGI 19,I-20133 MILAN,ITALY

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 08期

关键词：

D O I：

10.1039/p19910001843

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of N-propadienylanilines with 3,5-dichloro-2,4,6-trimethylbenzonitrile oxide proceeds in a site-selective and regioselective fashion to give 5-substituted 4-methylene-4,5-dihydroisoxazoles. The latter compounds (i) add a second molecule of nitrile oxide to afford 4,5'-spirobi-(4,5-dihydroisoxazoles) and (ii) isomerise to 4-(2-aminobenzyl)isoxazoles through a Claisen-type rearrangement.

引用

页码：1843 / 1846

页数：4

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