Synthesis 2018; 50(08): 1721-1727
DOI: 10.1055/s-0036-1591874
paper
© Georg Thieme Verlag Stuttgart · New York

Transition-Metal-Free C–H Arylation of Unactivated Arenes with 8-Hydroxyquinoline as a Promoter

Authors

  • Xuehua Zheng

    a   School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, P. R. of China
    b   School of Pharmaceutical Sciences, Guangzhou Medical University, Guangzhou 511436, Guangdong, P. R. of China   eMail: wyinuo3@mail.sysu.edu.cn   eMail: wudeyan3@mail.sysu.edu.cn
  • Xu-Nian Wu

    a   School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, P. R. of China
  • Jing-Yi Chen

    a   School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, P. R. of China
  • Hai-Bin Luo

    a   School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, P. R. of China
  • Deyan Wu*

    a   School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, P. R. of China
  • Yinuo Wu*

    a   School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, P. R. of China

This work was supported by the Natural Science Foundation of China (21402243 and 81602955).
Weitere Informationen

Publikationsverlauf

Received: 18. Oktober 2017

Accepted after revision: 30. November 2017

Publikationsdatum:
23. Januar 2018 (online)


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Abstract

A method for the transition-metal-free direct C–H arylation of unactivated arenes is developed with aryl bromides as substrates and 8-hydroxyquinoline as an efficient promoter. A variety of biaryl compounds with structural diversity are obtained in moderate to high yields. Mechanistic studies reveal that the reaction proceeds via a homolytic­ aromatic substitution pathway.

Supporting Information