Citation: Lin Songbo, He Xingrui, Meng Jinpeng, Gu Haining, Zhang Peizhi, Wu Jun. Transition-Metal-Free Synthesis of o-Halodiarylamines from o-Halophenols[J]. Chinese Journal of Organic Chemistry, ;2017, 37(7): 1864-1869. doi: 10.6023/cjoc201701012 shu

Transition-Metal-Free Synthesis of o-Halodiarylamines from o-Halophenols

Lin Songbo ^a ,
He Xingrui ^a ,
Meng Jinpeng ^a ,
Gu Haining ^a ,
Zhang Peizhi ^b ,
Wu Jun ^a,,

a.
Department of Chemistry, Zhejiang University, Hangzhou 310027
b.
School of Biological and Chemical Engineering, Zhejiang University of Science and Technology, Hangzhou 310012

Corresponding author: Wu Jun, wujunwu@zju.edu.cn
Received Date: 5 January 2017
Revised Date: 25 February 2017
Available Online: 1 July 2017
Fund Project: the Special Fund for Agro-scientific Research in the Public Interest 201403030Project supported by the Special Fund for Agro-scientific Research in the Public Interest (No. 201403030) and the National Natural Science Foundation of China (No. 31471807)the National Natural Science Foundation of China 31471807

Figures(2)

A metal-free method (KOH/DMSO) for the synthesis of o-halodiarylamines from o-halophenols and 2-bromo-N-arylpropanamide via Smiles rearrangement reaction as a key step has been developed in this paper. This method has advantages of simple and efficient operation, easy available starting materials and transition-metal-free conditions. It exhibits the certain application value. Using this method, a series of o-halodiarylamines have been synthesized in 23%~81% yields.
- transition-metal-free reaction,
- o-halophenols,
- o-halodiarylamines,
- Smiles rearrangement reaction
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