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Facultad de Humanidades y Ciencias de la Educación, Synthesis: Journal of Synthetic Organic Chemistry, 15(44), p. 2401-2407

DOI: 10.1055/s-0031-1289789

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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

Journal article published in 2012 by Alexander V. Sapegin, Mikhail Krasavin ORCID, Stanislav A. Kalinin, Alexey V. Smirnov, Mikhail V. Dorogov
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

Condensation of 2-(1H-pyrazol-5-yl)phenols with 1-chloro-2-nitrobenzenes under basic conditions in N,N-dimethyl­formamide 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.