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

doi:10.6023/cjoc201701012

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (7): 1864-1869.DOI: 10.6023/cjoc201701012 Previous Articles Next Articles

Notes

无过渡金属存在下由邻卤苯酚合成邻卤二芳胺

蔺松波^a, 何兴瑞^a, 孟金鹏^a, 顾海宁^a, 张培志^b, 吴军^a

a. 浙江大学化学系杭州 310027;
b. 浙江科技学院生物与化学工程学院杭州 310012

收稿日期:2017-01-05 修回日期:2017-02-25 发布日期:2017-03-03
通讯作者: 吴军 E-mail:wujunwu@zju.edu.cn
基金资助:
公益性行业（农业）科研专项（No.201403030）、国家自然科学基金（No.31471807）资助项目.

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

Received:2017-01-05 Revised:2017-02-25 Published:2017-03-03
Contact: 10.6023/cjoc201701012 E-mail:wujunwu@zju.edu.cn
Supported by:
Project 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).

1. Transition-Metal-Free Synthesis of o-Halodiarylamines from o-Halophenols.PDF(1585KB)

Abstract

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.

Key words: transition-metal-free reaction, o-halophenols, o-halodiarylamines, Smiles rearrangement reaction

Cite this article

Lin Songbo, He Xingrui, Meng Jinpeng, Gu Haining, Zhang Peizhi, Wu Jun. Transition-Metal-Free Synthesis of o-Halodiarylamines from o-Halophenols[J]. Chin. J. Org. Chem., 2017, 37(7): 1864-1869.

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无过渡金属存在下由邻卤苯酚合成邻卤二芳胺

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

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