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Knoevenagel condensation of cyclic ketones with benzoylacetonitrile and N,N′-dimethylbarbituric acid : application of sterically hindered condensation products in the synthesis of spiro and dispiropyrans by hetero-Diels–Alder reactions
spiro compounds
hetero-Diels–Alder reactions
1-Oxa-1
3-butadienes
uracils
Inverse-electron demand Diels–Alder cycloadditions of sterically hindered cycloalkylidene derivatives of benzoylacetonitrile and N,{N}′-dimethylbarbituric acid with enol ethers, cyclic enol ethers and also sterically hindered cycloalkylidenecycloalkanes were investigated. New spiro, dispirodihydropyrans, spirouracils, and dispirouracils were obtained. To confirm the experimental results, frontier orbital HOMO and LUMO energies of heterodienes and dienophiles were calculated by semi-empirical AM1, PM3 methods and ab initio Hartree–Fock calculations.
dc.abstract.en | Inverse-electron demand Diels–Alder cycloadditions of sterically hindered cycloalkylidene derivatives of benzoylacetonitrile and N,{N}′-dimethylbarbituric acid with enol ethers, cyclic enol ethers and also sterically hindered cycloalkylidenecycloalkanes were investigated. New spiro, dispirodihydropyrans, spirouracils, and dispirouracils were obtained. To confirm the experimental results, frontier orbital HOMO and LUMO energies of heterodienes and dienophiles were calculated by semi-empirical AM1, PM3 methods and ab initio Hartree–Fock calculations. | pl |
dc.affiliation | Wydział Fizyki, Astronomii i Informatyki Stosowanej : Instytut Fizyki im. Mariana Smoluchowskiego | pl |
dc.affiliation | Wydział Chemii : Zakład Chemii Organicznej | pl |
dc.contributor.author | Pałasz, Aleksandra - 131258 | pl |
dc.contributor.author | Pałasz, Tadeusz - 100527 | pl |
dc.date.accessioned | 2016-02-25T11:18:23Z | |
dc.date.available | 2016-02-25T11:18:23Z | |
dc.date.issued | 2011 | pl |
dc.description.number | 7 | pl |
dc.description.physical | 1422-1431 | pl |
dc.description.publication | 0,6 | pl |
dc.description.volume | 67 | pl |
dc.identifier.doi | 10.1016/j.tet.2010.12.053 | pl |
dc.identifier.eissn | 1464-5416 | pl |
dc.identifier.issn | 0040-4020 | pl |
dc.identifier.uri | http://ruj.uj.edu.pl/xmlui/handle/item/21449 | |
dc.language | eng | pl |
dc.language.container | eng | pl |
dc.rights | Dodaję tylko opis bibliograficzny | * |
dc.rights.licence | bez licencji | |
dc.rights.uri | * | |
dc.subject.en | spiro compounds | pl |
dc.subject.en | hetero-Diels–Alder reactions | pl |
dc.subject.en | 1-Oxa-1 | pl |
dc.subject.en | 3-butadienes | pl |
dc.subject.en | uracils | pl |
dc.subtype | Article | pl |
dc.title | Knoevenagel condensation of cyclic ketones with benzoylacetonitrile and N,N′-dimethylbarbituric acid : application of sterically hindered condensation products in the synthesis of spiro and dispiropyrans by hetero-Diels–Alder reactions | pl |
dc.title.journal | Tetrahedron | pl |
dc.type | JournalArticle | pl |
dspace.entity.type | Publication |