Dibenzo[b,f]pyrazolo[1,5-d][1,4]oxazepines: facile construction of a rare heterocyclic system via tandem aromatic nucleophilic substitution - Smiles rearrangement – denitrocyclization

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Author(s)
V. Sapegin, Alexander
A. Kalinin, Stanislav
V. Smirnov, Alexey
V. Dorogov, Mikhail
Krasavin, Mikhail
Griffith University Author(s)
Year published
2012
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Abstract
Condensation of 2-(1H-pyrazol-5-yl)phenols with 1-chloro-2-nitrobenzenes under basic conditions in N,N-dimethylforrmamide results in a tandem, atom-economical, aromatic nucleophilic substitution-Smiles rearrangement-denitrocyclization process to provide pyrazolo-fused dibenzo[b,f][1,4]oxazepines as a single regioisomer.
Journal Title
Synthesis: Journal of Synthetic Organic Chemistry
Volume
44
DOI
Copyright Statement
© 2012 Georg Thieme Verlag. This is the author-manuscript version of the paper. Reproduced in accordance with the copyright policy of the publisher. The definitive version is available at www.thieme-connect.com
Subject
Medicinal and Biomolecular Chemistry not elsewhere classified
Analytical Chemistry
Organic Chemistry
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