New Short Strategy for the Synthesis of the Dibenz[b,f]oxepin Scaffold

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dc.contributor.authorMoreno, David
dc.contributor.authorGiorgi, Giorgio
dc.contributor.authorSalas, Cristian
dc.contributor.authorTapia, Ricardo
dc.date.accessioned2023-06-19T13:45:57Z
dc.date.available2023-06-19T13:45:57Z
dc.date.issued2013-11-26
dc.description.abstractIn 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.
dc.description.departmentDepto. de Química en Ciencias Farmacéuticas
dc.description.facultyFac. de Farmacia
dc.description.refereedTRUE
dc.description.sponsorshipFONDECYT
dc.description.sponsorshipMillenium Nucleus CILIS
dc.description.sponsorshipCONICYT
dc.description.statuspub
dc.eprint.idhttps://eprints.ucm.es/id/eprint/68986
dc.identifier.doi10.3390/molecules181214797
dc.identifier.issn1420-3049
dc.identifier.officialurlhttps://doi.org/10.3390/molecules181214797
dc.identifier.relatedurlhttps://www.mdpi.com/1420-3049/18/12/14797
dc.identifier.urihttps://hdl.handle.net/20.500.14352/34392
dc.issue.number12
dc.journal.titleMolecules
dc.language.isoeng
dc.page.final14806
dc.page.initial14797
dc.publisherMDPI
dc.relation.projectIDResearch Grant 1110749
dc.relation.projectIDICM-P10-003-F
dc.relation.projectIDAT-24121514
dc.rightsAtribución 3.0 España
dc.rights.accessRightsopen access
dc.rights.urihttps://creativecommons.org/licenses/by/3.0/es/
dc.subject.cdu547
dc.subject.keyworddibenzoxepins
dc.subject.keywordWittig reaction
dc.subject.keywordMcMurry reaction
dc.subject.keywordaromatic nucleophilic substitution
dc.subject.ucmQuímica orgánica (Farmacia)
dc.titleNew Short Strategy for the Synthesis of the Dibenz[b,f]oxepin Scaffold
dc.typejournal article
dc.volume.number18
dspace.entity.typePublication

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