An example of regioselective Fischer indole annulation

被引:17
作者
Christoffers, J [1 ]
机构
[1] Univ Stuttgart, Inst Organ Chem, D-70569 Stuttgart, Germany
关键词
carbazole derivatives; indole derivatives; heterocycles; regioselectivity; annulation;
D O I
10.1055/s-2005-923605
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bicyclo[n.4.0]alkan-3-ones (n = 3, 4, 5) with a trans bridge-head configuration give linear annulated tetrahydrocarbazole derivatives in Fischer indole synthesis. The structure of two tetrahydrocarbazoles was confirmed by X-ray crystal analysis. The hexahydroindanone derivative with a cis bridge-head configuration gives, contrastingly, the angular annulation product under the same reaction conditions.
引用
收藏
页码:318 / 320
页数:3
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