Metal‐Free Visible‐Light Promoted Radical Cyclization to Access Perfluoroalkyl‐Substituted Benzimidazo[2,1‐a]isoquinolin‐6(5H)‐ones and Indolo[2,1‐a]isoquinolin‐6(5H)‐ones

A metal‐free visible‐light‐induced cyclization procedure was developed for the rapid synthesis of perfluoroalkyl‐substituted benzimidazo[2,1‐a]isoquinolin‐6(5H)‐ones and perfluoroalkyl‐substituted indolo[2,1‐a]isoquinolin‐6(5H)‐ones under mild reaction conditions. In this procedure, the formation of...

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Published inAdvanced synthesis & catalysis Vol. 361; no. 22; pp. 5176 - 5181
Main Authors Zeng, Fan‐Lin, Sun, Kai, Chen, Xiao‐Lan, Yuan, Xiao‐Ya, He, Shuai‐Qi, Liu, Yan, Peng, Yu‐Yu, Qu, Ling‐Bo, Lv, Qi‐Yan, Yu, Bing
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 19.11.2019
Subjects
Chemistry
Chemistry, Applied
Chemistry, Organic
Metal free
Perfluoroalkylation
Photocatalyst free
Physical Sciences
Radical cascade reaction
Science & Technology
Visible-light
COMPLEX
CASCADE
IONIC LIQUID
Visible-light
CATALYST
FUNCTIONALIZATION
IRRADIATION
ALKENES
Perfluoroalkylation
CONDENSATION
Radical cascade reaction
QUINOXALIN-2(1H)-ONES
Photocatalyst free
Metal free
N-HETEROCYCLES
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Abstract A metal‐free visible‐light‐induced cyclization procedure was developed for the rapid synthesis of perfluoroalkyl‐substituted benzimidazo[2,1‐a]isoquinolin‐6(5H)‐ones and perfluoroalkyl‐substituted indolo[2,1‐a]isoquinolin‐6(5H)‐ones under mild reaction conditions. In this procedure, the formation of electron‐donor‐acceptor (EDA) complex is critical for the visible‐light promoted process to avoid the utilization of external photocatalysts.
AbstractList A metal‐free visible‐light‐induced cyclization procedure was developed for the rapid synthesis of perfluoroalkyl‐substituted benzimidazo[2,1‐ a ]isoquinolin‐6(5 H )‐ones and perfluoroalkyl‐substituted indolo[2,1‐ a ]isoquinolin‐6(5 H )‐ones under mild reaction conditions. In this procedure, the formation of electron‐donor‐acceptor (EDA) complex is critical for the visible‐light promoted process to avoid the utilization of external photocatalysts. magnified image
A metal-free visible-light-induced cyclization procedure was developed for the rapid synthesis of perfluoroalkyl-substituted benzimidazo[2,1-a]isoquinolin-6(5H)-ones and perfluoroalkyl-substituted indolo[2,1-a]isoquinolin-6(5H)-ones under mild reaction conditions. In this procedure, the formation of electron-donor-acceptor (EDA) complex is critical for the visible-light promoted process to avoid the utilization of external photocatalysts.
Author Liu, Yan
Zeng, Fan‐Lin
Chen, Xiao‐Lan
Yuan, Xiao‐Ya
Lv, Qi‐Yan
Sun, Kai
Yu, Bing
Peng, Yu‐Yu
Qu, Ling‐Bo
He, Shuai‐Qi
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  givenname: Fan‐Lin
  surname: Zeng
  fullname: Zeng, Fan‐Lin
  organization: Zhengzhou University
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  givenname: Kai
  surname: Sun
  fullname: Sun, Kai
  organization: Zhengzhou University
– sequence: 3
  givenname: Xiao‐Lan
  surname: Chen
  fullname: Chen, Xiao‐Lan
  email: chenxl@zzu.edu.cn
  organization: Zhengzhou University
– sequence: 4
  givenname: Xiao‐Ya
  surname: Yuan
  fullname: Yuan, Xiao‐Ya
  organization: Zhengzhou University
– sequence: 5
  givenname: Shuai‐Qi
  surname: He
  fullname: He, Shuai‐Qi
  organization: Zhengzhou University
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  givenname: Yan
  surname: Liu
  fullname: Liu, Yan
  organization: Xinyang Agriculture & Forestry University
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  givenname: Yu‐Yu
  surname: Peng
  fullname: Peng, Yu‐Yu
  organization: Changsha University of Science and Technology
– sequence: 8
  givenname: Ling‐Bo
  surname: Qu
  fullname: Qu, Ling‐Bo
  organization: Zhengzhou University
– sequence: 9
  givenname: Qi‐Yan
  surname: Lv
  fullname: Lv, Qi‐Yan
  email: qiyanlv@zzu.edu.cn
  organization: Zhengzhou University
– sequence: 10
  givenname: Bing
  surname: Yu
  fullname: Yu, Bing
  email: bingyu@zzu.edu.cn
  organization: Zhengzhou University
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Issue 22
Keywords COMPLEX
CASCADE
IONIC LIQUID
Visible-light
CATALYST
FUNCTIONALIZATION
IRRADIATION
ALKENES
Perfluoroalkylation
CONDENSATION
Radical cascade reaction
QUINOXALIN-2(1H)-ONES
Photocatalyst free
Metal free
N-HETEROCYCLES
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Notes Fan‐Lin Zeng and Kai Sun contributed equally
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Snippet A metal‐free visible‐light‐induced cyclization procedure was developed for the rapid synthesis of perfluoroalkyl‐substituted...
A metal‐free visible‐light‐induced cyclization procedure was developed for the rapid synthesis of perfluoroalkyl‐substituted benzimidazo[2,1‐ a...
A metal-free visible-light-induced cyclization procedure was developed for the rapid synthesis of perfluoroalkyl-substituted...
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crossref
wiley
SourceType Enrichment Source
Index Database
Publisher
StartPage 5176
SubjectTerms Chemistry
Chemistry, Applied
Chemistry, Organic
Metal free
Perfluoroalkylation
Photocatalyst free
Physical Sciences
Radical cascade reaction
Science & Technology
Visible-light
Title Metal‐Free Visible‐Light Promoted Radical Cyclization to Access Perfluoroalkyl‐Substituted Benzimidazo[2,1‐a]isoquinolin‐6(5H)‐ones and Indolo[2,1‐a]isoquinolin‐6(5H)‐ones
URI https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fadsc.201901016
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