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dc.creatorMinić, Aleksandra
dc.creatorStevanović, Dragana D.
dc.creatorVukicevic, Mirjana
dc.creatorBogdanović, Goran A.
dc.creatorD'hooghe, Matthias
dc.creatorRadulovic, Niko S.
dc.creatorVukicevic, Rastko D.
dc.date.accessioned2018-03-01T17:56:59Z
dc.date.available2018-03-01T17:56:59Z
dc.date.issued2017
dc.identifier.issn0040-4020 (print)
dc.identifier.urihttp://vinar.vin.bg.ac.rs/handle/123456789/1797
dc.description.abstractA series of novel 4-ferrocenyl-1,2,3,4-tetrahydroquinolines were synthesized in high-to-excellent yields (up to 99%) starting from the corresponding ferrocenoylethyl aryl amines. These Mannich bases were reduced (NaBH4) to the corresponding 3-(arylamino)-1-ferrocenylpropan-1-ols and submitted to an intramolecular cyclization prompted by acetic acid, proceeding via the corresponding alpha-ferrocenyl carbenium ion intermediates. Subsequently, the obtained tetrahydroquinolines were smoothly oxidized (aromatized) by means of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) to provide the corresponding 4-ferrocenylquinolines (up to 93%). (C) 2017 Elsevier Ltd. All rights reserved.en
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172034/RS//
dc.rightsrestrictedAccessen
dc.sourceTetrahedronen
dc.subjectalpha-Ferrocenyl carbenium ionen
dc.subjectQuinolinesen
dc.subjectTetrahydroquinolinesen
dc.subjectDDQ aromatizationen
dc.subjectIntramolecular cyclizationen
dc.titleSynthesis of novel 4-ferrocenyl-1,2,3,4-tetrahydroquinolines and 4-ferrocenylquinolines via alpha-ferrocenyl carbenium ions as key intermediatesen
dc.typearticleen
dcterms.abstractД'хоогхе, Маттхиас; Богдановић Горан; Вукицевиц, Растко Д.; Миниц, Aлександра; Стевановиц, Драгана; Радуловиц, Нико С.; Вукицевиц, Мирјана;
dc.citation.volume73
dc.citation.issue44
dc.citation.spage6268
dc.citation.epage6274
dc.identifier.wos000413798200004
dc.identifier.doi10.1016/j.tet.2017.09.014
dc.identifier.scopus2-s2.0-85029782580


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