Literature DB >> 26891279

Copper(II)-catalyzed C5 and C7 halogenation of quinolines using sodium halides under mild conditions.

Jun Xu1, Xiaolei Zhu, Guobin Zhou, Beibei Ying, Pingping Ye, Lingying Su, Chao Shen, Pengfei Zhang.   

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.

Entities:  

Year:  2016        PMID: 26891279     DOI: 10.1039/c6ob00169f

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

1.  Transition-metal-free regioselective C-H halogenation of imidazo[1,2-a]pyridines: sodium chlorite/bromite as the halogen source.

Authors:  Junxuan Li; Jiayi Tang; Yuanheng Wu; Qiuxing He; Yue Yu
Journal:  RSC Adv       Date:  2018-02-01       Impact factor: 4.036

2.  A general method for the metal-free, regioselective, remote C-H halogenation of 8-substituted quinolines.

Authors:  Damoder Reddy Motati; Dilipkumar Uredi; E Blake Watkins
Journal:  Chem Sci       Date:  2018-01-05       Impact factor: 9.825

3.  Iron(III)-Catalyzed Highly Regioselective Halogenation of 8-Amidoquinolines in Water.

Authors:  Yang Long; Lei Pan; Xiangge Zhou
Journal:  Molecules       Date:  2019-02-01       Impact factor: 4.411

4.  DABCO as a practical catalyst for aromatic halogenation with N-halosuccinimides.

Authors:  Haiyan Xu; Lanping Hu; Guanghua Zhu; Yueping Zhu; Yang Wang; Zheng-Guang Wu; You Zi; Weichun Huang
Journal:  RSC Adv       Date:  2022-03-02       Impact factor: 3.361

  4 in total

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