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Intramolecular Fischer Indole Synthesis and its Combination with an Aromatic [3,3]-Sigmatropic Rearrangement for the Preparation of Tricyclic Benzo[cd]indoles
- Authors
- Park, In-Keol; Park, Jun; Cho, Cheon-Gyu
- Issue Date
- Mar-2012
- Publisher
- WILEY-V C H VERLAG GMBH
- Keywords
- aryl hydrazides; benzo[cd]indoles; Fischer indole synthesis; polycycles; sigmatropic rearrangement
- Citation
- ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.51, no.10, pp.2496 - 2499
- Indexed
- SCIE
SCOPUS
- Journal Title
- ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
- Volume
- 51
- Number
- 10
- Start Page
- 2496
- End Page
- 2499
- ISSN
- 1433-7851
- Abstract
- 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.
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Related Researcher
- Cho, Cheon Gyu
- COLLEGE OF NATURAL SCIENCES (DEPARTMENT OF CHEMISTRY)