Journal of Organic Chemistry 2011-05-06

Ligands for copper-catalyzed C-N bond forming reactions with 1 mol% CuBr as catalyst.

Kai Yang, Yatao Qiu, Zheng Li, Zhaoyang Wang, Sheng Jiang

Index: J. Org. Chem. 76(9) , 3151-9, (2011)

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Abstract

Several new ligands were designed to promote copper-catalyzed Ullman C-N coupling reactions. In this group, 8-hydroxyquinolin-N-oxide was found to serve as a superior ligand for CuBr-catalyzed coupling reactions of aryl iodides, bromides, and chlorides with aliphatic amines and N-heterocycles under a low catalyst loading (1% [Cu] mol). Reactions with the inexpensive catalytic system display a high functional group tolerance as well as excellent chemoselectivity.© 2011 American Chemical Society