无过渡金属存在下由邻卤苯酚合成邻卤二芳胺

doi:10.6023/cjoc201701012

有机化学 ›› 2017, Vol. 37 ›› Issue (7): 1864-1869.DOI: 10.6023/cjoc201701012 上一篇下一篇

研究简报

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).

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摘要/Abstract

报道了一种无过渡金属存在下（KOH/DMSO），以邻卤苯酚和2-溴-N-(芳基)丙酰胺为原料合成邻卤二芳胺的新方法，其关键步骤涉及到Smiles重排反应.该合成方法具有操作简便，原料易得，且在反应中无需使用任何过渡金属试剂的特点，具有一定的应用价值.我们使用该方法以23%~81%的产率合成了一系列邻卤二芳胺.

关键词: 无过渡金属反应, 邻卤苯酚, 邻卤二芳胺, Smiles重排反应

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

引用此文

蔺松波, 何兴瑞, 孟金鹏, 顾海宁, 张培志, 吴军. 无过渡金属存在下由邻卤苯酚合成邻卤二芳胺[J]. 有机化学, 2017, 37(7): 1864-1869.

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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