METHYLENE-INDOLINES, INDOLENINES AND INDOLENINIUMS .22. THE FISCHER INDOLIZATION OF SOME SUBSTITUTED CYCLOPENTANONES

被引：3

作者：

LARONZE, JY

ELBOUKILI, R

ROYER, D

LEVY, J

机构：

[1] Laboratoire de Transformations et Synthèse de Substances Naturelles, associé au CNRS, Université de Reims-Champagne-Ardenne, F 51096 Reims Cedex

来源：

TETRAHEDRON | 1991年 / 47卷 / 27期

关键词：

D O I：

10.1016/S0040-4020(01)80957-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

When submitted to the acidic conditions of the Fischer indolization reaction, the phenylhydrazone of 2,5-dimethylcyclopentanone 1 did not give the expected indolenine 1c, but carbinolamines 1d. Depending on the substitution pattern of the aromatic ring, or that of the cyclopentanone, dimers 3j, 4j, ketone 3e, or compounds 5m and 5n resulting from the cleavage of the cyclopentane ring were obtained. NaBH3CN reduction of the reaction mixture mainly gave indolines such as 1f.

引用

页码：4915 / 4926

页数：12

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