New tetracyclic 1,4-oxazepines constructed via practically simple tandem condensation strategy from readily available synthons
Author(s)
V. Sapegin, Alexander
A. Kalinin, Stanislav
V. Smirnov, Alexey
V. Dorogov, Mikhail
Krasavin, Mikhail
Griffith University Author(s)
Year published
2014
Metadata
Show full item recordAbstract
A streamlined synthetic methodology towards novel tetracyclic 1,4-oxazepines from readily available precursors is described. The compounds, designed as more soluble version of the earlier described, poorly soluble dibenzo[b,f][1,4]oxazepines, were obtained in high yields and as a single regioisomer as a result of three tandem chemical events-nucleophilic aromatic substitution, Smiles rearrangement and denitrocyclization.A streamlined synthetic methodology towards novel tetracyclic 1,4-oxazepines from readily available precursors is described. The compounds, designed as more soluble version of the earlier described, poorly soluble dibenzo[b,f][1,4]oxazepines, were obtained in high yields and as a single regioisomer as a result of three tandem chemical events-nucleophilic aromatic substitution, Smiles rearrangement and denitrocyclization.
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Journal Title
Tetrahedron
Volume
70
Issue
5
Subject
Medicinal and Biomolecular Chemistry not elsewhere classified
Medicinal and Biomolecular Chemistry
Organic Chemistry