New tetracyclic 1,4-oxazepines constructed via practically simple tandem condensation strategy from readily available synthons

Autor: Stanislav Kalinin, Alexey V. Smirnov, Mikhail V. Dorogov, Alexander Sapegin, Mikhail Krasavin
Rok vydání: 2014
Předmět:
Zdroj: Tetrahedron. 70:1077-1083
ISSN: 0040-4020
DOI: 10.1016/j.tet.2013.12.026
Popis: 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.
Databáze: OpenAIRE