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

Beilstein J Org Chem. 2013:9:303-12. doi: 10.3762/bjoc.9.35. Epub 2013 Feb 12.

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.

Keywords: C–H bond activation; C–H functionalization; aryl chlorides; atom-economy; carbenes; palladium; pyrroles.