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A 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
dc.creator | Ajaj, Ismail | |
dc.creator | Mijin, Dušan | |
dc.creator | Maslak, Veselin | |
dc.creator | Brković, Danijela V | |
dc.creator | Milčić, Miloš | |
dc.creator | Todorović, Nina | |
dc.creator | Marinković, Aleksandar | |
dc.date.accessioned | 2021-03-10T12:15:32Z | |
dc.date.available | 2021-03-10T12:15:32Z | |
dc.date.issued | 2013 | |
dc.identifier.issn | 0026-9247 | |
dc.identifier.uri | http://TechnoRep.tmf.bg.ac.rs/handle/123456789/2524 | |
dc.description.abstract | A 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.publisher | Springer Wien, Wien | |
dc.relation | info:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172013/RS// | |
dc.rights | restrictedAccess | |
dc.source | Monatshefte Fur Chemie | |
dc.subject | Microwave assisted synthesis | en |
dc.subject | Heterocycles | en |
dc.subject | Cyclizations | en |
dc.subject | Ab initio calculations | en |
dc.subject | Tautomerism | en |
dc.title | A 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 | en |
dc.type | article | |
dc.rights.license | ARR | |
dc.citation.epage | 675 | |
dc.citation.issue | 5 | |
dc.citation.other | 144(5): 665-675 | |
dc.citation.rank | M22 | |
dc.citation.spage | 665 | |
dc.citation.volume | 144 | |
dc.identifier.doi | 10.1007/s00706-012-0911-5 | |
dc.identifier.scopus | 2-s2.0-84879688241 | |
dc.identifier.wos | 000317713800012 | |
dc.type.version | publishedVersion |