NEW SYNTHESIS OF ETHYL 2,3-DIHYDRO-1H-PYRROLO[1,2-A]INDOLE-9-CARBOXYLATES VIA APPARENT 1-AZA-1'-OXA [3,3]SIGMATROPIC REARRANGEMENT

被引：48

作者：

COATES, RM

HUTCHINS, CW

机构：

[1] Department of Chemistry, University of Illinois, Urbana

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 25期

关键词：

D O I：

10.1021/jo00393a070

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of N-arylhydroxylamines (3a-f) with ethyl 6-oxo-2-hexynoate (4) and sodium cyanoborohydride affords a series of tricyclic ethyl 2, 3-dihydro-lHpyrrolo[l, 2-a]indole-9-carboxylates (5a-g) in 25-68% yield via apparent l-aza-l'-oxa [3, 3]sigmatropic rearrangements of N-aryl-O-vinylhydroxylamine intermediates (e.g., 7). © 1979, American Chemical Society. All rights reserved.

引用

页码：4742 / 4744

页数：3

共 22 条

[1] REACTIONS OF ACYLAMINOQUINONE TOSYLHYDRAZONES .4. NEW SYNTHESIS OF PYRROLO[1,2-A]INDOLOQUINONE AND RELATED COMPOUNDS VIA BENZOXAZOLINE BY THERMOLYSIS AND PHOTOLYSIS [J].