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

IF 2.7 4区 化学 Q1 CHEMISTRY, ORGANIC Asian Journal of Organic Chemistry Pub Date : 2024-11-27 DOI:10.1002/ajoc.202400620
Zhoubin Deng, Yuyu Lv, Ke-Hu Wang, Danfeng Huang, Junjiao Wang, Yulai Hu
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Abstract

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(5H)-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.

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1,2-二溴四氟乙烷光诱导n -甲基丙烯酰-2-苯基苯并咪唑的四氟乙基化/环化
不同的n-甲基丙烯基-2-芳基苯并咪唑与1,2-二溴四氟乙烷在光催化剂4CzIPN的存在下反应,得到5-(3-溴-2,2,3,3-四氟丙基)-5-甲基苯并[4,5]-咪唑[2,1-a]异喹啉-6(5H)- 1,产率高。反应通过四氟乙基连续加成/环化途径进行。该方案具有底物范围广、功能基团耐受性好、易于规模化等优点,有望促进其在药学领域的潜在应用。
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来源期刊
CiteScore
4.70
自引率
3.70%
发文量
372
期刊介绍: Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.
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