Copper-catalyzed oxidative amidation of dibenzylamines via C-H bond activation

doi:10.1016/S1872-2067(12)60617-2

Chinese Journal of Catalysis ›› 2013, Vol. 34 ›› Issue (9): 1644-1650.DOI: 10.1016/S1872-2067(12)60617-2

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Copper-catalyzed oxidative amidation of dibenzylamines via C-H bond activation

Jinjin Hu^a,b, Xiujin Zuo^b, Hanmin Huang^a

a State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, Gansu, China;
b Department of Environment and Chemical Engineering, Dalian University, Dalian 116622, Liaoning, China

Received:2013-04-24 Revised:2013-05-13 Online:2013-09-16 Published:2013-08-28
Supported by:
This work was supported by the National Natural Science Foundation of China (21172226, 21133011 and 21222203).

Abstract

Abstract:

A new method has been developed for the oxidative amidation of dibenzylamines to construct N-benzylbenzamides via C-H bond activation. This new method allows for the formation of two amide products from a single dibenzylamine starting material in good yields using CuBr as a catalyst and diacetoxyiodobenzene as an oxidant under mild reaction conditions. The catalyst system performed efficiently, and this study represents the first reported use of diacetoxyiodobenzene as an oxidant for the oxidative amidation of dibenzylamines to the corresponding N-benzylbenzamides.

Key words: C-H bond activation, Copper catalyst, Diacetoxyiodobenzene, Oxidative amidation, Dibenzylamine

Jinjin Hu, Xiujin Zuo, Hanmin Huang. Copper-catalyzed oxidative amidation of dibenzylamines via C-H bond activation[J]. Chinese Journal of Catalysis, 2013, 34(9): 1644-1650.

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Copper-catalyzed oxidative amidation of dibenzylamines via C-H bond activation

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