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. 2013:9:303-12.
doi: 10.3762/bjoc.9.35. Epub 2013 Feb 12.

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

Ismail Ozdemir  1 , Nevin Gürbüz, Nazan Kaloğlu, Oznur Doğan, Murat Kaloğlu, Christian Bruneau, Henri Doucet
Affiliations

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

Ismail Ozdemir et al. Beilstein J Org Chem. 2013.

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.

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Figures

Figure 1
Figure 1
Examples of pyrrole-containing bioactive compounds.
Scheme 1
Scheme 1
Synthesis of Pd–NHC complexes.
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