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

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

研究论文

铜催化的芳基炔酮的羟化三氟甲硫基化反应

  • 胡娟娟 ,
  • 黄焰根 ,
  • 徐修华 ,
  • 卿凤翎
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  • a 东华大学化学化工与生物工程学院 生态纺织教育部重点实验室 上海 201620;
    b 中国科学院上海有机化学研究所 有机氟化学重点实验室 上海 200032

收稿日期: 2018-08-30

  修回日期: 2018-10-23

  网络出版日期: 2018-11-12

基金资助

国家自然科学基金（Nos.21332010，21421002）、中国科学院战略性先导科技专项（No.XDB20000000）和中国科学院青年创新促进会（No.2016234）资助项目.

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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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摘要

近年来通过双官能团化的策略来制备含氟化合物已经成为氟化学研究的热点.报道了一例铜催化的芳基炔酮的羟化-三氟甲硫基化反应来合成相应的含三氟甲硫基的烯醇.铜盐和溶剂对于该反应产率的影响非常关键.在最优条件下，一系列含三氟甲硫基的烯醇以中等到良好的产率被制备出来，并且各种官能团能够在该反应中很好地兼容.

关键词： 铜; 三氟甲硫基化; 羟化; 炔酮; 自由基

本文引用格式

胡娟娟 , 黄焰根 , 徐修华 , 卿凤翎 . 铜催化的芳基炔酮的羟化三氟甲硫基化反应[J]. 有机化学, 2019 , 39(1) : 177 -182 . DOI: 10.6023/cjoc201808041

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

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