Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5268315 | Tetrahedron Letters | 2015 | 5 Pages |
Abstract
Novel [1,4]oxazepines containing a fused imidazoline moiety were synthesized from 2-hydroxyphenyl imidazolines and bis-electrophilic aromatic substrates in a reaction involving sequential nucleophilic aromatic substitution steps and a Smiles rearrangement. A notable step was the remarkably facile, metal-free intramolecular N-arylation of the imidazoline moiety with a fluoro-, nitro- or chloroaromatic or heteroaromatic ring. The approach presented in this Letter not only details access to a new, medicinally relevant tetracyclic [1,4]oxazepine core but also extends the scope of imidazoline arylation chemistry.
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Related Topics
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Authors
Kseniya Karamysheva, Elena Reutskaya, Alexander Sapegin, Mikhail Dorogov, Mikhail Krasavin,