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Copper-catalyzed direct oxidation and N-arylation of benzylamines with diaryliodonium salts

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Abstract

An efficient approach for the synthesis of N-arylated amides was developed via copper(II) triflate-catalyzed direct oxidation of (aryl)methylamines to primary arylamides by air and subsequent N-arylation by diaryliodonium salts. Various substituted benzylamines could be applied in the reaction, providing a series of N-arylated amides in moderate to good yields. This method showed convenient, practical, and environment friendly advantages.

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Authors and Affiliations

  1. Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Shanghai, 200237, China

    Xin Liu, Dan Mao, ShengYing Wu, JianJun Yu, Gang Hong, Qiao Zhao & LiMin Wang

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  1. Xin Liu
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  2. Dan Mao
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  3. ShengYing Wu
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  4. JianJun Yu
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  5. Gang Hong
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  6. Qiao Zhao
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  7. LiMin Wang
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Correspondence to LiMin Wang.

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Dedicated to Professor Qian Changtao on the occasion of his 80th birthday.

WANG LiMin is Professor at East China University of Science and Technology. He received his PhD in Applied Chemistry from Dalian University of Technology in 1998 under the supervision of Professor Zuwang Wu, and carried out a postdoctoral research at SIOC under the supervision of Professor Changtao Qian. He was a visiting scientist under Professor David B. Collum at Cornell University, NY, from 2009 to 2010. His main scientific interests include chemistry of rare earth metals, synthetic methodology and fine chemicals.

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Liu, X., Mao, D., Wu, S. et al. Copper-catalyzed direct oxidation and N-arylation of benzylamines with diaryliodonium salts. Sci. China Chem. 57, 1132–1136 (2014). https://doi.org/10.1007/s11426-014-5140-9

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