N-Heterocyclic carbene-palladium catalysts for the direct arylation of pyrrole derivatives with aryl chlorides


ÖZDEMİR İ., GÜRBÜZ N., KALOGLU N., DOGAN O., KALOĞLU M., BRUNEAU C., ...More

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, vol.9, pp.303-312, 2013 (SCI-Expanded, Scopus)

  • Publication Type: Article / Article
  • Volume: 9
  • Publication Date: 2013
  • Doi Number: 10.3762/bjoc.9.35
  • Journal Name: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.303-312
  • Keywords: aryl chlorides, atom-economy, C-H bond activation, C-H functionalization, carbenes, palladium, pyrroles, ORGANOMETALLIC CATALYSIS, HETEROAROMATIC-COMPOUNDS, METAL-COMPLEXES, BOND FORMATION, NHC LIGANDS, PHOSPHINES, BROMIDES, AMINATION, C-2
  • Inonu University Affiliated: Yes

Abstract

New Pd-NHC complexes have been synthesized and employed for palladium-catalyzed direct arylation of pyrrole derivatives by using electron-deficient aryl chlorides as coupling partners. The desired coupling products were obtained in moderate to good yields by using 1 mol % of these air-stable palladium complexes. This is an advantage compared to the procedures employing air-sensitive phosphines, which have been previously shown to promote the coupling of aryl chlorides with heteroarenes.