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Chinese Journal of Organic Chemistry >

2019 , Vol. 39 >Issue 8: 2166 - 2174

DOI: https://doi.org/10.6023/cjoc201905050

Articles

Carbazolation Study of Active Arenes with Carbazole-Containing Hypervalent Iodine(III) Reagents

  • Lan Tianlei ,
  • Zhang Yue ,
  • Liu Wei ,
  • Xi Chanjuan ,
  • Chen Chao
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  • a Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology, Ministry of Education, Department of Chemistry, Tsinghua University, Beijing 100084;
    b College of Chemical Engineering and Materials Science, Tianjin University of Science & Technology, Tianjin 300457;
    c College of Sciences, Tianjin University of Science & Technology, Tianjin 300457

Received date: 2019-05-28

  Revised date: 2019-07-12

  Online published: 2019-07-17

Supported by

Project supported by the National Key Research and Development Program of China (No. 2016YFB0401400), the National Natural Science Foundation of China (Nos. 21302139, 21672120, 21871158) and the Fok Ying Tong Education Foundation of China (No. 151014).

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Abstract

Carbazole and its derivatives are widely used in the field of medicine and photoelectric materials. A kind of stable cyclic hypervalent iodine reagents containing carbazole group was developed, which belong to benziodoxole compounds. In the presence of Cu(I) catalyst, these reagents reacted with aromatic substrates to give N-aryl carbazole derivatives. The reaction conditions are mild and suitable for a variety of electron-rich arenes. And a radical mechanism was proposed.

Key words： carbazole; hypervalent iodine reagent; N-arylation; copper-catalysis

Cite this article

Lan Tianlei , Zhang Yue , Liu Wei , Xi Chanjuan , Chen Chao . Carbazolation Study of Active Arenes with Carbazole-Containing Hypervalent Iodine(III) Reagents[J]. Chinese Journal of Organic Chemistry, 2019 , 39(8) : 2166 -2174 . DOI: 10.6023/cjoc201905050

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