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Issue 11, 2016

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

Supplementary files

Article information


Submitted
20 Jan 2016
Accepted
10 Feb 2016
First published
10 Feb 2016

Org. Biomol. Chem., 2016,14, 3016-3021
Article type
Communication

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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