Pd-N-heterocyclic carbene complex catalysed C-H bond activation of 2-isobutylthiazole at the C5 position with aryl bromides

Küçük Resim Yok

Tarih

2021

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

Royal Soc Chemistry

Erişim Hakkı

info:eu-repo/semantics/closedAccess

Özet

An effective and efficient catalytic system has been reported for the synthesis of C5-arylated 2-isobutylthiazoles. Pd-N-heterocyclic carbene complexes like [Pd(mu-Cl)Cl(SIPr)](2) (2) and (LCl2Pd-SIPr) (3: L = PPh3, 4: L = Py; 5: L = 3-CHO-Py) were synthesized and characterized by H-1, C-13, P-31 NMR, LC-MS/MS, elemental analysis, and FTIR spectroscopy. These Pd-N-heterocyclic carbene complexes were assessed for the first time as catalysts for the C-H arylation reaction of 2-isobutylthiazole at the C5 position with different (hetero)aryl bromides. The catalytic system showed a low catalyst loading (1 mol%) and did not require the use of additional additives such as pivalic acid. The catalytic system developed with these catalysts enables the synthesis of fine chemicals in high yields under aerobic or anaerobic conditions. All complexes showed moderate to good yields in the C5 direct arylation of 2-isobutylthiazole, while complex 2 exhibited higher catalytic activity than the other complexes.

Açıklama

Anahtar Kelimeler

Direct Arylation, Thiazole Derivatives, Palladium Complexes, Heteroarenes, (Hetero)Arylation, 5-Position

Kaynak

New Journal of Chemistry

WoS Q Değeri

Q2

Scopus Q Değeri

Q2

Cilt

45

Sayı

14

Künye