title: New short strategy for the synthesis of the dibenz[b,f]oxepin scaffold.
abstract: In this report a short and efficient synthesis of the dibenz[b,f]oxepin framework through intramolecular SNAr and McMurry reactions is described. The diaryl ethers required for the McMurry reaction have been obtained in good yields under microwave-assisted conditions of the reaction of salicylaldehydes with fluorobenzaldehydes without catalysts. Application of an intramolecular McMurry reaction to the synthesized diarylethers using TiCl4/Zn in THF gave the target dibenzo[b,f]oxepin system in 53%-55% yields.
authors.forename: David R R
authors.initials: DR
authors.lastname: Moreno
authors.forename: Giorgio
authors.initials: G
authors.lastname: Giorgi
authors.forename: Cristian O
authors.initials: CO
authors.lastname: Salas
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Pontificia Universidad Católica de Chile, Santiago 7820436, Chile. rtapia@uc.cl.
authors.forename: Ricardo A
authors.initials: RA
authors.lastname: Tapia
mesh_terms: D020650:Combinatorial Chemistry Techniques; D008872:Microwaves; D015394:Molecular Structure; D010082:Oxepins / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D010082:Oxepins