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

页码：2496 / 2499

页数：4

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