应用化学 ›› 2016, Vol. 33 ›› Issue (6): 677-684.DOI: 10.11944/j.issn.1000-0518.2016.06.150316

• 研究论文 • 上一篇    下一篇

可见光诱导烯烃环化合成二氟烷基化异喹啉二酮

李捷a,刘益林b*(),邓佑林a,王文新a,王硕文a,李增增a,唐石a*()   

  1. a 吉首大学化学化工学院 湖南 吉首 416000
    b 怀化学院,功能无机及高分子材料怀化市重点实验室 湖南 怀化 418008
  • 收稿日期:2015-08-31 接受日期:2016-01-11 出版日期:2016-06-01 发布日期:2016-06-01
  • 通讯作者: 刘益林,唐石
  • 基金资助:
    国家自然基金资助项目(21462017)

Visible-Light-Induced Cyclization of Alkenes to Form Difluoroacetating Isoquinolinedione

LI Jiea,LIU Yilinb*(),DENG Youlina,WANG Wenxina,WANG Shuowena,LI Zengzenga,TANG Shia*()   

  1. a College of Chemistry and Chemical Engineering,Jishou University,Jishou,Hu'nan 427000,China
    b Huaihua Key Laboratory of Functional Inorganic & Polymeric Materials,Huaihua University,Huaihua,Hu'nan 418008,China
  • Received:2015-08-31 Accepted:2016-01-11 Published:2016-06-01 Online:2016-06-01
  • Contact: LIU Yilin,TANG Shi
  • Supported by:
    Supported by the National Natural Science Foundation of China(No.21462017)

摘要:

发展了一种可见光诱导的活泼烯烃串联自由基环化合成含氟异喹啉二酮的反应。 在可见光诱导下,多种N-烷基-N-甲基丙烯酰基苯甲酰胺与二氟溴乙酸乙酯发生自由基串联环化反应,以66%~75%的产率合成了一系列具有潜在生理活性的二氟烷基化异喹啉二酮。 此研究为合成具有潜在药用价值的氟取代异喹啉二酮提供了一条高效、条件温和的途径。

关键词: 可见光诱导, 二氟烷基化, 铱光催化剂, 异喹啉二酮

Abstract:

A visible-light-induced cyclization reaction of activated alkenes leading to difluoroacetating isoquinolinedione was developed. By visible-light photoredox catalysis, various N-alkyl-N-methacryloyl benzamides underwent radical cascade cyclization smoothly and afforded a series of difluoroacetating isoquinolinediones in 66%~75% yields, providing a highly efficient, mild means to fluorinated isoquinolinediones with potential bioactivity.

Key words: visible-light-induced, difluoroacetating, Ir photocatalyst, isoquinolinedione