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DOI: https://doi.org/10.6023/cjoc202507011

研究论文

银催化(2,2-二氟-2)-苯硫基乙酸和2-芳基-N-丙烯酰胺吲哚的串联脱羧环化反应

  • 刘佳乐 ,
  • 唐裕才 ,
  • 印丘梅 ,
  • 黄嘉明 ,
  • 邓世强 ,
  • 夏伟铭 ,
  • 蒋洁 ,
  • 王祖利
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  • a湖南文理学院化学与材料工程学院, 电镀废水回用技术湖南省工程研究中心 常德 4150
    b南京林业大学化学工程学院 南京 210037

收稿日期: 2025-07-09

  修回日期: 2025-08-24

  网络出版日期: 2025-09-18

基金资助

湖南省教育厅优秀青年基金项目(23B0650), 湖南文理学院重点项目(24ZZ02)和常德市科技创新指导性计划(2025ZD124)资助.

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Silver-catalyzed tandem decarboxylative cyclization of 2,2-difluoro-2-(phenylthio)acetic acids with 2-aryl-N-acrylamide indoles

  • Jiale Liu ,
  • Yucai Tang ,
  • Qiumei Yin ,
  • Jiaming Huang ,
  • Shiqiang Deng ,
  • Weiming Xia ,
  • Jie Jiang ,
  • Zu-Li Wang
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  • aCollege of Chemistry and Materials Engineering, Hunan Province Engineering Research Center of Electroplating Wastewater Reuse Technology, Hunan University of Arts and Science, Changde 415000
    bSchool of Chemical Engineering, Nanjing Forestry University, Nanjing 210037

Received date: 2025-07-09

  Revised date: 2025-08-24

  Online published: 2025-09-18

Supported by

Scientific Research Foundation of Hunan Provincial Education Department (23B0650), the Key Research Project of Hunan University of Arts and Sciences (No.24ZZ02) and the Technology Innovation and Development Guidance Program of Chang De (2025ZD124).

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摘要

向有机分子中引入硫二氟亚甲基(SCF2)能够极大的增强其生物活性。本文发展了一种银催化(2,2-二氟-2)-苯硫基乙酸与2-芳基-N-丙烯酰胺吲哚结构的串联脱羧环化反应,制备了28种硫二氟亚甲基取代吲哚[2,1-a]异喹啉酮衍生物,产率中等到优秀。机理验证实验表明, 该反应可能涉及到自由基历程。

关键词： 银催化; 脱羧反应; 硫二氟亚甲基化; 吲哚[2,1-a]异喹啉酮衍生物

本文引用格式

刘佳乐 , 唐裕才 , 印丘梅 , 黄嘉明 , 邓世强 , 夏伟铭 , 蒋洁 , 王祖利 . 银催化(2,2-二氟-2)-苯硫基乙酸和2-芳基-N-丙烯酰胺吲哚的串联脱羧环化反应[J]. 有机化学, 0 : 0 . DOI: 10.6023/cjoc202507011

Abstract

The introduction of -SCF2- motif into organic molecules would increases the bioactivity significantly. We herein describe a silver-catalyzed tandem decarboxylative cyclization of 2,2-difluoro-2-(phenylthio)acetic acids with 2-aryl-N-acrylamide indoles, furnishing 28 examples of SCF2-substituted indolo[2,1-a]isoquinoline derivatives in moderate to good yields. Mechanistic studies revealed that a radical pathway is proposed in this transformation.

Key words： silver; decarboxylation; thiodifluoromethylation; indolo[2,1-a]isoquinoline derivatives

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