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2022 , Vol. 42 >Issue 6: 1820 - 1830

DOI: https://doi.org/10.6023/cjoc202201011

研究论文

可见光诱导活化烯烃的芳基氟烷基化反应

  • 李心灵 ,
  • 孟卫东 ,
  • 徐修华 ,
  • 黄焰根
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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: 2022-01-10

  修回日期: 2022-01-29

  网络出版日期: 2022-02-18

基金资助

国家自然科学基金(2199121)

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Visible Light Induced Arylfluoroalkylation of Activated Alkenes

  • Xinling Li ,
  • Weidong Meng ,
  • Xiuhua Xu ,
  • Yan'gen Huang
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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, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032
*E-mail:

Received date: 2022-01-10

  Revised date: 2022-01-29

  Online published: 2022-02-18

Supported by

National Natural Science Foundation of China(2199121)

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摘要

含氟化合物在生物医药和材料领域有着广泛的应用, 含氟化合物的合成方法学研究有着重要意义. 以fac- Ir(ppy)3为光催化剂, 可见光诱导下N-芳基-N-(芳基磺酰基)-2-甲基丙烯酰胺经氟烷基自由基加成、芳基迁移、脱砜基历程得到含氟烷基取代α-季碳中心结构的酰胺类化合物, 反应条件温和, 官能团兼容性良好.

关键词： 光催化; 氟烷基化; 芳基迁移; 脱砜基; α-季碳中心; 酰胺

本文引用格式

李心灵 , 孟卫东 , 徐修华 , 黄焰根 . 可见光诱导活化烯烃的芳基氟烷基化反应[J]. 有机化学, 2022 , 42(6) : 1820 -1830 . DOI: 10.6023/cjoc202201011

Abstract

Fluorine-containing compounds have a wide range of applications in the fields of biomedicine and materials, and the development of synthetic methodology for fluorine-containing compounds is very important. Using fac-Ir(ppy)3 as catalyst, a wide variety of amides containing fluoroalkyl substituted α-quaternary carbon center were prepared with N-aryl-N-(aryl- sulfonyl)-2-methyl acrylamides as starting materials by visible light induced cascade fluoroalkyl radical addition, aryl migration and desulfonylation. The reaction conditions are mild, and possess good functional group compatibility.

Key words： photocatalysis; fluoroalkylation; aryl migration; desulfonylation; α-quaternary carbon center; amide

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