600732-10-3Relevant articles and documents
Palladium-catalyzed direct arylation of thiazoles with aryl bromides
Yokooji, Aya,Okazawa, Toru,Satoh, Tetsuya,Miura, Masahiro,Nomura, Masakatsu
, p. 5685 - 5689 (2003)
Thiazole, 2-phenyl or -alkyl substituted one and benzothiazole are efficiently arylated with aryl bromides at the 2- and/or 5-position(s) in the presence of Pd(OAc)2 and a bulky phosphine ligand using Cs2CO3 as base. 2-Phenyl-5-thiazolecarboxanilide undergoes successive diarylation at the 4- and 5-positions accompanied by decarbamoylation.
C[sbnd]H Bond activation of 2-isobutylthiazole at C5 position catalysed by Pd-N-heterocyclic carbene complexes
Bu?day, Nesrin,Khan, Siraj,Ya?ar, Sedat,?zdemir, ?smail
, (2021/02/27)
A 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(μ-Cl)Cl(SIMes)]2 (2), (LCl2Pd-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 (1mol%) and without any additives such as PivOH under argon or aerobic conditions at 120 °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.
Palladium (II) acetate-butyldi-1-adamantylphosphine catalyzed arylation of electron-rich heterocycles. Preparation of 5-phenyl-2-isobutylthiazole
Lazareva, Anna,Chiong, Hendrich A.,Daugulis, Olafs,Yotphan, Sirilata,Ellman, Jonathan A.
experimental part, p. 105 - 112 (2011/03/21)
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