Light‐Induced Tetrafluoroethylation/Cyclization of N ‐Methacryloyl‐2‐phenylbenzoimidazoles with 1,2‐Dibromotetrafluoroethane

Various N ‐methacryloyl‐2‐arylbenzoimidazoles react with 1,2‐dibromotetrafluoroethane in the presence of photocatalyst 4CzIPN irradiated by 10 W blue LED to provide 5‐(3‐bromo‐2,2,3,3‐tetrafluoropropyl)‐5‐methylbenzo[4,5]‐imidazo[2,1‐a]isoquinolin‐6(5 H )‐ones in good yield. The reaction proceeds th...

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Bibliographic Details
Published in:Asian journal of organic chemistry 2024-12
Main Authors: Deng, Zhoubin, Lv, Yuyu, Wang, Ke‐Hu, Huang, Danfeng, Wang, Junjiao, Hu, Yulai
Format: Article
Language:English
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Summary:Various N ‐methacryloyl‐2‐arylbenzoimidazoles react with 1,2‐dibromotetrafluoroethane in the presence of photocatalyst 4CzIPN irradiated by 10 W blue LED to provide 5‐(3‐bromo‐2,2,3,3‐tetrafluoropropyl)‐5‐methylbenzo[4,5]‐imidazo[2,1‐a]isoquinolin‐6(5 H )‐ones in good yield. The reaction proceeds through a sequential tetrafluoroethyl radical addition/cyclization pathway. The wide substrate scope, good functional group tolerance, and ease of scale‐up of this protocol are expected to promote its potential applications in pharmacy.
ISSN:2193-5807
2193-5815
DOI:10.1002/ajoc.202400620