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Chinese Journal of Organic Chemistry >

2019 , Vol. 39 >Issue 1: 177 - 182

DOI: https://doi.org/10.6023/cjoc201808041

Articles

Copper-Catalyzed Hydroxytrifluoromethylthiolation of Arylpropynones

  • Hu Juanjuan ,
  • Huang Yangen ,
  • Xu Xiuhua ,
  • Qing Fengling
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  • a Key Laboratory of Science and Technology of Eco-Textiles, Ministry of Education, College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620;
    b Key Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032

Received date: 2018-08-30

  Revised date: 2018-10-23

  Online published: 2018-11-12

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 21332010, 21421002), the Strategic Priority Research Program of the Chinese Academy of Sciences (No. XDB20000000), and the Youth Innovation Promotion Association of the Chinese Academy of Sciences (No. 2016234).

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Abstract

Recently, the preparation of fluorinated compounds through difunctionalization strategies has become a hot research area in fluorine chemistry. In this work, a copper-catalyzed hydroxytrifluoromethylthiolation of arylpropynones for the synthesis of the corresponding trifluoromethylthiolated enols was developed. The copper salt and solvent are crucial to the yields of this reaction. Under optimized reaction conditions, a series of trifluoromethylthiolated enols were obtained in moderate to good yields.

Key words： copper; trifluoromethylthiolation; hydroxylation; propynone; radical

Cite this article

Hu Juanjuan , Huang Yangen , Xu Xiuhua , Qing Fengling . Copper-Catalyzed Hydroxytrifluoromethylthiolation of Arylpropynones[J]. Chinese Journal of Organic Chemistry, 2019 , 39(1) : 177 -182 . DOI: 10.6023/cjoc201808041

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