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2022 , Vol. 42 >Issue 12: 4323 - 4331

DOI: https://doi.org/10.6023/cjoc202208036

研究论文

可见光辅助无光敏剂串联磺酰化-环化合成吲哚酮

  • 巫晓婷 ,
  • 赵峰 ,
  • 姬小趁 ,
  • 黄华文
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  • a 湘潭大学化学学院 湖南湘潭 411105
    b 湖南医药学院药学院 湖南怀化 418000
    c 河南师范大学化学化工学院 河南新乡 453007

收稿日期: 2022-08-25

  修回日期: 2022-09-24

  网络出版日期: 2022-10-14

基金资助

国家自然科学基金(22071211); 国家自然科学基金(21801076); 河南师范大学化学化工学院开放基金(2022C02)

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Visible Light-Assisted Photocatalyst-Free Tandem Sulfonylation/ Cyclization for the Synthesis of Oxindoles

  • Xiaoting Wu ,
  • Feng Zhao ,
  • Xiaochen Ji ,
  • Huawen Huang
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  • a College of Chemistry, Xiangtan University, Xiangtan, Hunan 411105
    b School of Pharmaceutical Sciences, Hunan University of Medicine, Huaihua, Hunan 418000
    c School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007
*E-mail: ;

Received date: 2022-08-25

  Revised date: 2022-09-24

  Online published: 2022-10-14

Supported by

National Natural Science Foundation of China(22071211); National Natural Science Foundation of China(21801076); Open Research Fund of School of Chemistry and Chemical Engineering of Henan Normal University(2022C02)

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摘要

吲哚酮类的衍生物在许多领域具有重要应用, 这种特殊的杂环骨架以其独特的功能性在天然产物和生物活性分子中的应用越来越广泛. 因此探索新型的吲哚酮衍生物的合成方法非常重要. 报道了一种在可见光辅助下无光敏剂的磺酰化吲哚酮的高效合成方法. 该方法从简单易得的N-芳基丙烯酰胺和芳基或烷基亚磺酸钠出发, 使用廉价的K2S2O8作为氧化剂, 具有中等至良好的产率及出色的官能团耐受性.

关键词： 可见光诱导; N-芳基丙烯酰胺; 吲哚酮; 环化

本文引用格式

巫晓婷 , 赵峰 , 姬小趁 , 黄华文 . 可见光辅助无光敏剂串联磺酰化-环化合成吲哚酮[J]. 有机化学, 2022 , 42(12) : 4323 -4331 . DOI: 10.6023/cjoc202208036

Abstract

Oxindole derivatives are well developed in many fields, and this special heterocyclic scaffold is more and more widely used in natural products and bioactive molecules due to its unique functionality. Therefore, it is very important to explore new synthesis methods for this motif. A visible light-assisted photocatalyst-free protocol for the efficient synthesis of sulfonylated oxindoles under mild condition was reported. The present method starts from simple and readily available N-arylacrylamide and sodium sulfinates, uses cheap K2S2O8 as oxidant, and features moderate to good yields and excellent functional group tolerance.

Key words： photocatalysis; N-arylacrylamide; oxindole; cyclization; photocatalyst-free

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