C-H Bond activation of 2-isobutylthiazole at C5 position catalysed by Pd-N-heterocyclic carbene complexes

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dc.authoridKhan, Siraj/0000-0003-1948-452X
dc.contributor.authorBugday, Nesrin
dc.contributor.authorKhan, Siraj
dc.contributor.authorYasar, Sedat
dc.contributor.authorOzdemir, Ismail
dc.date.accessioned2024-08-04T20:49:19Z
dc.date.available2024-08-04T20:49:19Z
dc.date.issued2021
dc.departmentİnönü Üniversitesien_US
dc.description.abstractA highly efficient and effective protocol has been developed for the synthesis of C5-(hetero)arylated 2-isobutylthiazole derivatives. Four different palladium N-heterocyclic carbene (Pd-NHCs) complexes [Pd(mu-Cl)Cl(SIMes)](2) (2), (LCl2 Pd-SIMes) (3: L = PPh3; 4: L = Py; 5: L = 3-CHO-Py) were synthesized and used for the first time as a catalysts in direct C-H arylation reaction of 2-isobutylthiazole at C5 position. Utilizations of these catalytic systems, the arylation of 2-isobutylthiazole with substituted (hetero)aryl bromides efficiently proceeded at low catalyst loading (1 mol%) and without any additives such as PivOH under argon or aerobic conditions at 120 degrees C in a short time. Different substituted (hetero)aryl bromides, even some deactivated or highly sterically hindered (hetero)arylbromides, with a wide range of functional groups were successfully utilized under the optimum reaction conditions. In all cases, the C5 arylated 2-isobutylthiazoles were obtained in moderate to excellent yields. (C) 2021 Elsevier B.V. All rights reserved.en_US
dc.description.sponsorshipInonu University (BAP Project) [FBG-2019-1789]; Turkiye Burslari Turkey [19PK015064]en_US
dc.description.sponsorshipThis work was financially supported by the. Inonu University (BAP Project No: FBG-2019-1789) and we would like to thanks the Turkiye Burslari Turkey (applicant number; 19PK015064, postgraduate fellowship for S. KHAN).en_US
dc.identifier.doi10.1016/j.jorganchem.2021.121730
dc.identifier.issn0022-328X
dc.identifier.issn1872-8561
dc.identifier.scopus2-s2.0-85101349757en_US
dc.identifier.scopusqualityQ3en_US
dc.identifier.urihttps://doi.org/10.1016/j.jorganchem.2021.121730
dc.identifier.urihttps://hdl.handle.net/11616/99780
dc.identifier.volume937en_US
dc.identifier.wosWOS:000632248200010en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherElsevier Science Saen_US
dc.relation.ispartofJournal of Organometallic Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectPalladiumen_US
dc.subjectC-H activationen_US
dc.subjectdirect arylationen_US
dc.subjectThiazoleen_US
dc.subjectN-heterocyclic carbeneen_US
dc.titleC-H Bond activation of 2-isobutylthiazole at C5 position catalysed by Pd-N-heterocyclic carbene complexesen_US
dc.typeArticleen_US

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