Elsevier, Tetrahedron, 5(70), p. 1077-1083, 2014
DOI: 10.1016/j.tet.2013.12.026
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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.