SOME ISOINDOLO-FUSED HETEROCYCLIC-SYSTEMS BY CYCLODEHYDRATION OF N-ARYLALKYL-3-HYDROXYPHTHALIMIDINES

被引:28
作者
HITCHINGS, GJ [1 ]
HELLIWELL, M [1 ]
VERNON, JM [1 ]
机构
[1] UNIV YORK,DEPT CHEM,YORK YO1 5DD,N YORKSHIRE,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1990年 / 01期
关键词
D O I
10.1039/p19900000083
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
α-Hydroxy lactams formed by reduction or Grignard addition to appropriately N-substituted phthalimides (1a-d) undergo acid-catalysed cyclodehydration to derivatives of the isoindolo-fused heterocyclic systems (6)-(10). Ring closures to the naphthalene 2- or 8-position are observed to occur with N-1-naphthylalkyl substituents, the latter proved by an X-ray crystal structure determination of 13b-phenyl-7H-benz[de]isoindolo[1,2-a]isoquinolin- 9(13H)-one (9b).
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页码:83 / 87
页数:5
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