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

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초록

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.

키워드

aryl hydrazidesbenzo[cd]indolesFischer indole synthesispolycyclessigmatropic rearrangementARYL HYDRAZIDESENANTIOSELECTIVE SYNTHESISCONSTRUCTIONAZOBENZENESSTRATEGYSYSTEM
제목
Intramolecular Fischer Indole Synthesis and its Combination with an Aromatic [3,3]-Sigmatropic Rearrangement for the Preparation of Tricyclic Benzo[cd]indoles
저자
Park, In-KeolPark, JunCho, Cheon-Gyu
DOI
10.1002/anie.201108970
발행일
2012-03
유형
Article
저널명
Angewandte Chemie - International Edition
51
10
페이지
2496 ~ 2499