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Issue 11, 2016
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Copper(II)-catalyzed C5 and C7 halogenation of quinolines using sodium halides under mild conditions

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Abstract

A simple and mild protocol for copper catalyzed halogenation of quinoline at C5 and C7 positions was developed, affording the desired remote C–H activation products in moderate to good yields. This reaction proceeds with low-cost sodium halides (NaX, X = Cl, Br, I) and features excellent substrate tolerance. A series of control experiments were carried out to illustrate a single-electron-transfer process which plays a vital role in the halogenation.

Graphical abstract: Copper(ii)-catalyzed C5 and C7 halogenation of quinolines using sodium halides under mild conditions

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Publication details

The article was received on 20 Jan 2016, accepted on 10 Feb 2016 and first published on 10 Feb 2016


Article type: Communication
DOI: 10.1039/C6OB00169F
Citation: Org. Biomol. Chem., 2016,14, 3016-3021
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    Copper(II)-catalyzed C5 and C7 halogenation of quinolines using sodium halides under mild conditions

    J. Xu, X. Zhu, G. Zhou, B. Ying, P. Ye, L. Su, C. Shen and P. Zhang, Org. Biomol. Chem., 2016, 14, 3016
    DOI: 10.1039/C6OB00169F

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