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One-Pot Synthesis of 4-Quinolone via Iron-Catalyzed Oxidative Coupling of Alcohol and Methyl Arene

Cited 13 time in Web of Science Cited 12 time in Scopus
Authors

Lee, Seok Beom; Jang, Yoonkyung; Ahn, Jiwon; Chun, Simin; Oh, Dong-ChanHong, Suckchang

Issue Date
2020-11-06
Publisher
American Chemical Society
Citation
Organic Letters, Vol.22 No.21, pp.8382-8386
Abstract
Herein, we describe the iron(III)-catalyzed oxidative coupling of alcohol/methyl arene with 2-amino phenyl ketone to synthesize 4-quinolone. Alcohols and methyl arenes are oxidized to the aldehyde in the presence of an iron catalyst and di-tert-butyl peroxide, followed by a tandem process, condensation with amine/Mannich-type cyclization/oxidation, to complete the 4-quinolone ring. This method tolerates various kinds of functional groups and provides a direct approach to the synthesis of 4-quinolones from less functionalized substrates.
ISSN
1523-7060
URI
https://hdl.handle.net/10371/202003
DOI
https://doi.org/10.1021/acs.orglett.0c03011
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  • College of Pharmacy
  • Department of Manufacturing Pharmacy
Research Area Chemical biology of natural products, Drug discovery from microbial natural products, Study of insect-microbial symbiosis, 미생물 유래 생리활성 천연물 발굴, 천연물 구조 분석

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