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Imidazolium Salt Catalyzed para-Selective Halogenation of Electron-Rich Arenes

Jie Chen, Xiaoyu Xiong, Zenghua Chen, Jianhui Huang*

*School of Pharmaceutical Science and Technology, Tianjin University, 92 Weijin Road, Nankai District, Tianjin 300072, China, Email: jhuangtju.edu.cn

J. Chen, X. Xiong, Z. Chen, J. Huang, Synlett, 2015, 26, 2831-2834.

DOI: 10.1055/s-0035-1560376



Abstract

A highly para-selective halogenation of arenes bearing electron-donating coordinating groups in the presence of a dimidazolium salt rpovides p-haloarenes in good yields. A plausible mechanism for the catalytic reaction is proposed.

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Key Words

arenes, amides, ethers, regioselectivity, chlorination, bromination, iodination, NCS, NBS, NIS, organocatalysis


ID: J60-Y2015