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

Seok Beom Lee, Yoonkyung Jang, Jiwon Ahn, Simin Chun, Dong-Chan Oh and Suckchang Hong*

*Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea, Email: schong17snu.ac.kr

S. B. Lee, Y. Jang, J. Ahn, S. Chun, D.-C. Oh, S. Hong, Org. Lett., 2020, 22, 8382-8386.

DOI: 10.1021/acs.orglett.0c03011


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Abstract

An iron(III)-catalyzed oxidative coupling of alcohols/methyl arenes with 2-amino phenyl ketones provides a broad range of 4-quinolones. Alcohols and methyl arenes are oxidized to the aldehyde in the presence of an iron catalyst and di-tert-butyl peroxide, followed by condensation with amine/Mannich-type cyclization/oxidation.

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Key Words

4-quinolones, di-tert-butyl peroxide


ID: J54-Y2020