光催化烯烃加成/环化合成含氟异喹啉-1,3-二酮

doi:10.3969/j.cnki.jdxb.2017.03.014

吉首大学学报（自然科学版）

光催化烯烃加成/环化合成含氟异喹啉-1,3-二酮

张倩，王琼，邓佑林，王硕文，袁莉，吴伊婷，唐石

(吉首大学化学化工学院，湖南吉首 416000)

出版日期:2017-05-25 发布日期:2017-06-19
通讯作者: 唐石（1979—），男，湖南衡阳人，吉首大学化学化工学院副教授，硕士生导师，主要从事有机化学、天然产物化学研究.
基金资助:
国家自然科学基金资助项目(21462017)；吉首大学大学生研究性学习和创新性实验计划项目（52）；吉首大学校级科研项目（15JDY001）

Synthesis of Fluorinated Isoquinoline-1,3-Dione via Light-Catalysis Addition and Cyclization of Alkenes

ZHANG Qian,WANG Qiong,DENG Youlin,WANG Shuowen,YUAN Li,WU Yiting,TANG Shi

(College of Chemistry and Chemical Engineering,Jishou University,Jishou 416000,Hunan China)

Online:2017-05-25 Published:2017-06-19

摘要/Abstract

摘要：

发展了一种光催化活泼烯烃加成/环化合成含氟异喹啉-1,3-二酮的反应.在可见光催化下，多种N-烷基-N-甲基丙烯酰基苯甲酰胺衍生物与全氟碘代丁烷、溴二氟乙酸乙酯发生自由基串联加成环化反应，以67%～80%的产率合成了一系列具有潜在生理活性的含氟取代异喹啉-1,3-二酮衍生物.这为具有潜在药用价值的氟取代异喹啉-1,3-二酮的合成提供了一条绿色、高效、条件温和的途径.

关键词： 光催化, C&mdash, H 环化, 自由基, 含氟异喹啉-1, 3-二酮

Abstract:

A synthesis of fluorinated isoquinoline-1,3-diones via light catalyzing activated alkenes addition reaction was developed.Through light catalysis,various N-alkyl-N-methacryloylbenamides derivatives underwent radical cascade addition cyclization reaction with perfluorobutyliodide and ethyl bromodifluoroacetate.A series of fluorinated isoquinoline-1,3-diones derivatives with potential physiological activity was compounded in 67%~80% yields.This study provides a green efficient approach to afford fluorinated isoquinoline-1,3-dione under mild conditions.

Key words: light catalysis, C&mdash, H cyclization, free radical, fluorinated isoquinoline-1,3-dione

张倩，王琼，邓佑林，王硕文，袁莉，吴伊婷，唐石. 光催化烯烃加成/环化合成含氟异喹啉-1,3-二酮[J]. 吉首大学学报（自然科学版）, DOI: 10.3969/j.cnki.jdxb.2017.03.014.

ZHANG Qian,WANG Qiong,DENG Youlin,WANG Shuowen,YUAN Li,WU Yiting,TANG Shi. Synthesis of Fluorinated Isoquinoline-1,3-Dione via Light-Catalysis Addition and Cyclization of Alkenes[J]. Journal of Jishou University（Natural Sciences Edition), DOI: 10.3969/j.cnki.jdxb.2017.03.014.

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光催化烯烃加成/环化合成含氟异喹啉-1,3-二酮

Synthesis of Fluorinated Isoquinoline-1,3-Dione via Light-Catalysis Addition and Cyclization of Alkenes

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