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dc.creatorStojanović, Milovan
dc.creatorBugarski, Slobodan
dc.creatorBaranac-Stojanović, Marija
dc.date.accessioned2020-12-16T00:00:49Z
dc.date.available2020-12-16T00:00:49Z
dc.date.issued2020
dc.identifier.issn0022-3263
dc.identifier.issn1520-6904
dc.identifier.urihttps://cer.ihtm.bg.ac.rs/handle/123456789/4020
dc.description.abstract2,3-Dihydro-4-pyridone skeleton is an important building block in organic synthesis because it features several reaction sites with nucleophilic or electrophilic properties. Herein, we disclose a method for its formation by intramolecular cyclization of ester-tethered enaminones, which can easily be synthesized from readily available materials, such as amines, activated alkynes, and activated alkenes. 2,3-Dihydro-4-pyridones have been isolated in 41–90% yields. We also demonstrate the transformation of these heterocycles into another important class of compounds, 4-pyridones, by utilizing 2,3,5,6-tetrachloro-p-benzoquinone (chloranil) as an oxidizing agent. The latter products were isolated in 65–94% yields.en
dc.publisherAmerican Chemical Society (ACS)en
dc.relationinfo:eu-repo/grantAgreement/MESTD/inst-2020/200168/RS//
dc.rightsrestrictedAccess
dc.sourceThe Journal of Organic Chemistryen
dc.subjectHydrocarbons
dc.subjectAromatic compounds
dc.subjectOrganic compounds
dc.subjectAmines
dc.subjectCyclization
dc.titleSynthesis of 2,3-Dihydro-4-pyridones and 4-Pyridones by the Cyclization Reaction of Ester-Tethered Enaminonesen
dc.typearticleen
dc.rights.licenseARR
dcterms.abstractБугарски, Слободан; Стојановић, Милован; Баранац-Стојановић, Марија;
dc.citation.volume85
dc.citation.issue21
dc.citation.spage13495
dc.citation.epage13507
dc.citation.rankM21~
dc.identifier.pmid33092340
dc.identifier.doi10.1021/acs.joc.0c01537
dc.identifier.scopus2-s2.0-85095834928
dc.identifier.wos000589941700010
dc.type.versionpublishedVersion


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