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dc.creatorAjaj, Ismail A.
dc.creatorMijin, Dušan
dc.creatorMaslak, Veselin
dc.creatorBrkovic, Danijela
dc.creatorMilčić, Miloš
dc.creatorTodorović, Nina
dc.creatorMarinković, Aleksandar
dc.date.accessioned2019-01-30T17:37:45Z
dc.date.available2019-01-30T17:37:45Z
dc.date.issued2013
dc.identifier.issn0026-9247
dc.identifier.urihttp://cer.ihtm.bg.ac.rs/handle/123456789/1346
dc.description.abstractA simple and convenient synthesis of tautomeric (6 or 2)-hydroxy-4-methyl-(2 or 6)-oxo-1-(substituted phenyl)-(1,2 or 1,6)-dihydropyridine-3-carbonitriles from ethyl acetoacetate and 2-cyano-N-(substituted phenyl)ethanamides using microwave-assisted chemistry is presented. The structure of the obtained product was confirmed by the use of FT-IR, NMR, UV, and MS techniques. The presence of tautomeric forms (6-hydroxy-4-methyl-2-oxo-1-(substituted phenyl)-1,2-dihydropyridine-3-carbonitrile and 2-hydroxy-4-methyl-6-oxo-1-(substituted phenyl)-1,6-dihydropyridine-3-carbonitrile) and the state of equilibrium of the obtained product in DMSO-d (6) was studied by H-1 and C-13 NMR spectroscopy, as well as B3LYP/6-311++G(d,p) and GIAO/WP04/aug-cc-pVDZ theoretical calculations.en
dc.publisherSpringer Wien, Wien
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172013/RS//
dc.rightsrestrictedAccess
dc.sourceMonatshefte Fur Chemie
dc.subjectMicrowave assisted synthesisen
dc.subjectHeterocyclesen
dc.subjectCyclizationsen
dc.subjectAb initio calculationsen
dc.subjectTautomerismen
dc.titleA simple and convenient synthesis of tautomeric (6 or 2)-hydroxy-4-methyl-(2 or 6)-oxo-1-(substituted phenyl)-(1,2 or 1,6)-dihydropyridine-3-carbonitrilesen
dc.typearticle
dc.rights.licenseARR
dcterms.abstractAјај, Исмаил A.; Маслак, Веселин; Маринковиц, Aлександар; Тодоровић, Нина; Мијин, Дусан; Милциц, Милос; Брковиц, Данијела;
dc.citation.volume144
dc.citation.issue5
dc.citation.spage665
dc.citation.epage675
dc.citation.other144(5): 665-675
dc.citation.rankM22
dc.identifier.doi10.1007/s00706-012-0911-5
dc.identifier.rcubConv_2957
dc.identifier.scopus2-s2.0-84879688241
dc.identifier.wos000317713800012
dc.type.versionpublishedVersion


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