Palladium(II)-N-heterocyclic carbene-catalyzed direct C2-or C5-arylation of thiazoles with aryl bromides

KALOĞLU M., ÖZDEMİR İ.

TETRAHEDRON, cilt.74, sa.23, ss.2837-2845, 2018 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 74 Sayı: 23
  • Basım Tarihi: 2018
  • Doi Numarası: 10.1016/j.tet.2018.03.026
  • Dergi Adı: TETRAHEDRON
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.2837-2845
  • Anahtar Kelimeler: N-Heterocyclic carbene, Benzimidazolium halide, Palladium, Thiazole, Direct arylation, CROSS-COUPLING REACTIONS, COMPLEXES HIGHLY EFFICIENT, C-H ARYLATION, PYRROLE DERIVATIVES, ROOM-TEMPERATURE, BOND FORMATION, HETEROARENES, IMIDAZOLE, OXAZOLE, FUNCTIONALIZATION
  • İnönü Üniversitesi Adresli: Evet

Özet

Herein we report a series of new benzimidazolium chlorides as N-heterocyclic carbene (NHC) ligand and their corresponding palladium(II)-NHC complexes with the general formula [PdCl2(NHC)(2)] were synthesized. All new compounds were characterized by H-1 NMR, C-13 NMR, IR spectroscopy and elemental analysis techniques. The catalytic activity of palladium(II)-NHC complexes was investigated in the direct C2- or C5-arylation of thiazoles with aryl bromides in presence of palladium(II)-NHC at 150(degrees)C for 1 h. These complexes exhibited the good catalytic performance for the direct arylation of thiazoles. The arylation of thiazoles regioselectively produced C2- or C5-arylated thiazoles in moderate to high yields. (C) 2018 Published by Elsevier Ltd.