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4,7-Dimethoxy-1,10-phenanthroline: An Excellent Ligand for the Cu-Catalyzed N-Arylation of Imidazoles

Ryan A. Altman and Stephen L. Buchwald*

*Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, Email:

R. A. Altman, S. L. Buchwald, Org. Lett., 2006, 8, 2779-2782.

DOI: 10.1021/ol0608505


4,7-Dimethoxy-1,10-phenanthroline is an efficient ligand for the mild, copper-catalyzed N-arylation of imidazole with aryl iodides and bromides. Various hindered and functionalized imidazoles and aryl halides were transformed in good to excellent yields.

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Copper-Diamine-Catalyzed N-Arylation of Pyrroles, Pyrazoles, Indazoles, Imidazoles, and Triazoles

J. C. Antilla, J. M. Baskin, T. E. Barder, S. L. Buchwald, J. Org. Chem., 2004, 69, 5578-5587.

Key Words

Ullmann Synthesis, N-Arylation

ID: J54-Y2006-2850