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2004
N-Arylation
O 0268
50- 034
Copper—Diamine-Catalyzed N-Arylation of Pyrroles, Pyrazoles, Indazoles, Imidazoles, and Triazoles. — A general method for the cross-coupling of the title nitrogen heterocycles with aryl bromides or iodides in the presence of catalysts derived from
CuI and diamine ligands is presented. By optimization of the reaction conditions concerning the ligand, the base, the solvent and the halide, good yields are achieved for the
N-arylated products. Various functional groups are tolerated on the heterocycle or the
aryl halide. Hindered aryl halides or heterocycles are suitable substrates for this method
(to be continued). — (ANTILLA, J. C.; BASKIN, J. M.; BARDER, T. E.;
BUCHWALD*, S. L.; J. Org. Chem. 69 (2004) 17, 5578-5582; Dep. Chem., MIT,
Cambridge, MA 02139, USA; Eng.) — Klein
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