Intramolecular Fischer Indole Synthesis and its Combination with an Aromatic [3,3]-Sigmatropic Rearrangement for the Preparation of Tricyclic Benzo[cd]indoles

被引：64
|
作者：
Park, In-Keol [1 ]
Park, Jun [1 ]
Cho, Cheon-Gyu [1 ]
机构：
[1] Hanyang Univ, Dept Chem, Seoul 133791, South Korea
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 10期
基金：
新加坡国家研究基金会;
关键词：
aryl hydrazides; benzo[cd]indoles; Fischer indole synthesis; polycycles; sigmatropic rearrangement; ARYL HYDRAZIDES; ENANTIOSELECTIVE SYNTHESIS; CONSTRUCTION; AZOBENZENES; STRATEGY; SYSTEM;
D O I：
10.1002/anie.201108970
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
At the end of the tether: Aryl hydrazides that have carbonyl groups tethered at the para position of the aromatic ring undergo an intramolecular Fischer indolization reaction to give the corresponding indolophanes. Strategic insertion of a double bond in the tether enables a tandem aromatic [3,3] sigmatropic rearrangement reaction to occur to give tricyclic benzo[cd]indoles. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：2496 / 2499
页数：4
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