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Novel Synthetic Strategy of N-Arylated Heterocycles via Sequential Palladium-Catalyzed Intra- and Inter-Arylamination Reactions

Rafik Omar-Amrani, Raphaël Schneider*, Yves Fort*

*Synthèse Organométallique et Réactivité, UMR CNRS-UHP 7565, Faculté des Sciences, BP 239, 54506 Vandoeuvre les Nancy Cedex, France, Email:,

R. Omar-Amrani, R. Schneider, Y. Fort, Synthesis, 2004, 2527-2534.

DOI: 10.1055/s-2004-831205


The use of N,N′-bis(2,6-diisopropylphenyl)dihydroimidazol-2-ylidene (SIPr) as a ligand and tBuONa as the base for sequential palladium-catalyzed intra- followed by intermolecular aryl amination enables the synthesis of N-arylated five-, six- and seven-membered nitrogen heterocycles.

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Key Words

palladium catalyst, N-heterocyclic carbene ligand, aryl amination reaction, N-arylated heterocycles, benzo-fused N-Heterocycles, indolines, Buchwald-Hartwig coupling

ID: J66-Y2004-2370