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Iron-Catalyzed Oxidative Cyclization of 2-Amino Styrenes with Alcohols and Methyl Arenes for the Synthesis of Polysubstituted Quinolines

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Authors

Lee, Seok Beom; Chun, Simin; Choi, Seung Hyun; Hong, Junhwa; Oh, Dong-Chan; Hong, Suckchang

Issue Date
2023-06
Publisher
American Chemical Society
Citation
The Journal of Organic Chemistry, Vol.7 No.13, pp.820-8113
Abstract
Herein, we present the iron-catalyzed oxidative cyclizationofalcohol/methyl arene with 2-amino styrene to synthesize polysubstitutedquinoline. Low-oxidation level substrates such as alcohols and methylarenes are converted to aldehydes in the presence of an iron catalystand di-t-butyl peroxide. Then, the quinoline scaffoldis synthesized through imine condensation/radical cyclization/oxidativearomatization. Our protocol showed a broad substrate scope, and variousfunctionalization and fluorescence applications of quinoline productsdemonstrated its synthetic ability.
ISSN
0022-3263
URI
https://hdl.handle.net/10371/201984
DOI
https://doi.org/10.1021/acs.joc.3c00095
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  • College of Pharmacy
  • Department of Manufacturing Pharmacy
Research Area Development of methodologies using metal catalyst, Total synthesis of natural products

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