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pi-Annulation reactions of 4-thiazolidinone enaminones in the synthesis of fused bi- and tri-cyclic compounds
dc.creator | Bondžić, Bojan | |
dc.creator | Džambaski, Zdravko | |
dc.creator | Bondžić, Aleksandra M. | |
dc.creator | Marković, Rade | |
dc.date.accessioned | 2019-01-30T17:33:05Z | |
dc.date.available | 2019-01-30T17:33:05Z | |
dc.date.issued | 2012 | |
dc.identifier.issn | 0040-4020 | |
dc.identifier.uri | https://cer.ihtm.bg.ac.rs/handle/123456789/1126 | |
dc.description.abstract | The a-C position in 4-oxo thiazolidinones functions as one of the three possible nucleophilic sites in these molecules. We used the inherent reactivity of alpha-C of the exocyclic double bond (a so called push pull system) to obtain bicyclic fused thiazolidinones via pi-annulation cyclization. Appropriate reaction conditions to selectively activate this position and secondary nitrogen towards N, pi-annulation were found. Furthermore, the intramolecular vinylogous iminium ion 6-exo-trig cyclization was used to access fused bicyclic precursors for the pi-annulation in order to obtain the novel tricyclic structures stereoselectively. | en |
dc.publisher | Oxford : Pergamon-Elsevier Science Ltd | |
dc.relation | info:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172020/RS// | |
dc.rights | restrictedAccess | |
dc.source | Tetrahedron | |
dc.subject | Thiazolidinones | en |
dc.subject | pi-Annulation | en |
dc.subject | Iminium cyclizations | en |
dc.subject | Enaminones | en |
dc.subject | Push-pull olefins | en |
dc.title | pi-Annulation reactions of 4-thiazolidinone enaminones in the synthesis of fused bi- and tri-cyclic compounds | en |
dc.type | article | |
dc.rights.license | ARR | |
dcterms.abstract | Марковиц, Раде; Бондзиц, Aлександра М.; Джамбаски, Здравко; Бонджић, Бојан; | |
dc.citation.volume | 68 | |
dc.citation.issue | 47 | |
dc.citation.spage | 9556 | |
dc.citation.epage | 9565 | |
dc.citation.other | 68(47): 9556-9565 | |
dc.citation.rank | M22 | |
dc.identifier.doi | 10.1016/j.tet.2012.09.080 | |
dc.identifier.scopus | 2-s2.0-84867509791 | |
dc.identifier.wos | 000310402400004 | |
dc.type.version | publishedVersion |