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2023 , Vol. 43 >Issue 12: 4268 - 4276

DOI: https://doi.org/10.6023/cjoc202305024

研究论文

可见光促进有机染料催化2-芳基吲哚自由基烷氧羰基化反应研究

  • 杜昌远 ,
  • 唐裕才 ,
  • 段京林 ,
  • 杨碧玉 ,
  • 何宇鹏 ,
  • 周谦 ,
  • 刘学文
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  • 湖南文理学院化学与材料工程学院 水处理功能材料湖南省重点实验室 电镀废水回用技术湖南省工程研究中心 湖南常德 415000

收稿日期: 2023-05-17

  修回日期: 2023-07-04

  网络出版日期: 2023-07-27

基金资助

湖南省自然科学基金(2020JJ5390); 湖南省自然科学基金(2022JJ30418); 湖南文理学院科学研究(21ZD07); 大学生创新创业训练计划(XDC202318)

收起

Organic-Dye-Catalyzed Visible-Light-Mediated Alkoxycarbon-ylation of 2-Aryl-N-acryloyl Indoles with Carbazates

  • Changyuan Du ,
  • Yucai Tang ,
  • Jinglin Duan ,
  • Biyu Yang ,
  • Yupeng He ,
  • Qian Zhou ,
  • Xuewen Liu
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  • Hunan Provincial Key Laboratory of Water Treatment Functional Materials, Hunan Province Engineering Research Center of Electroplating Wastewater Reuse Technology, College of Chemistry and Materials Engineering, Hunan University of Arts and Science, Changde, Hunan 415000
*

Received date: 2023-05-17

  Revised date: 2023-07-04

  Online published: 2023-07-27

Supported by

Hunan Provincial Natural Science Foundation of China(2020JJ5390); Hunan Provincial Natural Science Foundation of China(2022JJ30418); Key Research Project of Hunan University of Arts and Science(21ZD07); Innovation and Entrepreneurship Training Program for College Students(XDC202318)

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摘要

以Rose Bengal为有机染料光催化剂, 在可见光照射下发展了2-芳基吲哚结构的自由基烷氧羰基化反应构建酯基取代的吲哚[2,1-a]异喹啉酮骨架. 在温和的条件下, 能以良好到优秀的收率得到结构多样的吲哚[2,1-a]异喹啉酮类化合物. 该方法具有反应条件温和、利用可见光为能量来源、无需金属催化剂和价廉易得的肼甲酸酯为酯基来源等优点, 更加绿色环保.

关键词： Rose Bengal; 有机染料; 可见光; 2-芳基吲哚; 吲哚[2,1-a]异喹啉酮

本文引用格式

杜昌远 , 唐裕才 , 段京林 , 杨碧玉 , 何宇鹏 , 周谦 , 刘学文 . 可见光促进有机染料催化2-芳基吲哚自由基烷氧羰基化反应研究[J]. 有机化学, 2023 , 43(12) : 4268 -4276 . DOI: 10.6023/cjoc202305024

Abstract

A visible-light-mediated organic dye photoredox-catalyzed alkoxycarbonylation of 2-aryl-N-acryloyl indoles to give valuable indolo[2,1-a]isoquinoline derivatives has been developed. With this approach, a variety of ester-substituted indolo[2,1-a]isoquinolines are prepared in moderate to good yields. Mild reaction conditions, metal free, visible light as a traceless energy source, economical and environmentally benign Rose Bengal as the catalyst, stable and easily accessible starting materials all make this methodology more attractive.

Key words： Rose Bengal; organic dye; visible-light; 2-aryl-indoles; indolo[2,1-a]isoquinolines

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