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CuBr-Catalyzed Efficient Alkynylation of sp3 C-H Bonds Adjacent to a Nitrogen Atom

Zhiping Li and Chao-Jun Li*

*Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, Quebec H3A 2K6, Canada, Email:

Z. Li, C.-J. Li, J. Am. Chem. Soc., 2004, 126, 11810-11811.

DOI: 10.1021/ja0460763


A simple and effective copper-catalyzed oxidative cross-coupling of dimethylanilines with alkynes in the presence of tert-BuOOH allows the construction of propargylamines via a combination of sp3 C-H bond and sp C-H bond activations followed by C-C bond formation.

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proposed mechanism

Key Words

Propargylamines, tert-butyl hydroperoxide

ID: J48-Y2004-1720