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dc.creatorBaranac-Stojanović, Marija
dc.creatorTatar, Jovana
dc.creatorStojanović, Milovan
dc.creatorMarković, Rade
dc.date.accessioned2018-11-22T00:16:46Z
dc.date.available2018-11-22T00:16:46Z
dc.date.issued2010
dc.identifier.issn0040-4020
dc.identifier.urihttp://cherry.chem.bg.ac.rs/handle/123456789/1102
dc.description.abstractVinyl bromides derived from 2-alkylidene-4-oxothiazolidines represent a class of vinyl halides, which readily undergo a bromophilic attack by a range of nucleophiles. With Ph(3)P, AcS(-), CN(-), I(-), F(-), Ac(2)CH(-) and N(3)(-) the attack ends up with reductive debromination, whereas the bromine substitution takes place with KSCN. When acetate anion and organic bases, such as pyridine, Et(3)N or morpholine, are employed as nucleophiles the initial bromophilic attack is followed by bromine migration to the C(5) position of the ring, allowing the C(5) functionalization of this heterocyclic system. (C) 2010 Elsevier Ltd. All rights reserved.en
dc.publisherPergamon-Elsevier Science Ltd, Oxford
dc.relationinfo:eu-repo/grantAgreement/MESTD/MPN2006-2010/142007/RS//
dc.rightsrestrictedAccess
dc.sourceTetrahedron
dc.subject4-Oxothiazolidineen
dc.subjectVinyl bromideen
dc.subjectBromophilic reactionen
dc.subjectCarbanionen
dc.subjectRearrangementen
dc.titleTransformations of 2-alkylidene-4-oxothiazolidine vinyl bromides initiated by bromophilic attack of neutral and anionic nucleophilesen
dc.typearticle
dc.rights.licenseARR
dcterms.abstractСтојановиц, Милован; Баранац-Стојановић, Марија; Татар, Јована; Марковиц, Раде;
dc.citation.volume66
dc.citation.issue34
dc.citation.spage6873
dc.citation.epage6884
dc.identifier.wos000280953500026
dc.identifier.doi10.1016/j.tet.2010.06.057
dc.citation.other66(34): 6873-6884
dc.citation.rankM21
dc.type.versionpublishedVersionen
dc.identifier.scopus2-s2.0-77955469036
dc.identifier.rcubKon_2102


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