NOVEL SPIRO CYCLIZATIONS OF N-ACYLIMINIUM IONS INVOLVING AN AROMATIC PI-NUCLEOPHILE

被引:26
作者
BAILEY, PD
MORGAN, KM
SMITH, DI
VERNON, JM
机构
[1] UNIV YORK,DEPT CHEM,YORK YO1 5DD,N YORKSHIRE,ENGLAND
[2] HERIOT WATT UNIV,DEPT CHEM,EDINBURGH EH14 4AS,MIDLOTHIAN,SCOTLAND
[3] STERLING WINTHROP RES INST,DIV PHARMACEUT RES,DEPT CHEM DEV,ALNWICK NE66 2JH,NORTHD,ENGLAND
关键词
D O I
10.1016/0040-4039(94)88240-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several spiro 2-pyrrolidin-5-ones were obtained by a two-step procedure from N-substituted succinimides, involving spiro cyclisation of N-acyliminium ion intermediates in refluxing trifluoroacetic acid; in all cases cyclisation utilised a tethered aromatic pi-nucleophile, and ring-closure followed 5- or 6-exo-trig pathways.
引用
收藏
页码:7115 / 7118
页数:4
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