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분자활성 촉매반응 연구단
분자활성 촉매반응 연구단
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Efficient Synthesis of Anthraquinones from Diaryl Carboxylic Acids via Palladium(II)-Catalyzed and Visible Light-Mediated Transformations

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Title
Efficient Synthesis of Anthraquinones from Diaryl Carboxylic Acids via Palladium(II)-Catalyzed and Visible Light-Mediated Transformations
Author(s)
Kiho Kim; Minsik Min; Sungwoo Hong
Publication Date
2017-03
Journal
ADVANCED SYNTHESIS & CATALYSIS, v.359, no.5, pp.848 - 852
Publisher
WILEY-V C H VERLAG GMBH
Abstract
Irradiation of 9-ester-substituted anthracenes with visible light results in the formation of endoperoxides in the absence of a photocatalyst, which further undergo base-assisted fragmentation to afford anthraquinones. The excited state species of anthracene generated by energy transfer, interacts with O-3(2) to afford O-1(2) by energy transfer and undergoes cycloaddition with O-1(2). By employing palladium(II)-catalyzed and visible light-mediated transformations, we have developed an efficient synthetic protocol for accessing diverse anthraquinones from readily available diaryl carboxylic acids. The optimal result was obtained with palladium(II) acetate, Ac-Ile-OH, benzoquinone and potassium carbonate in tert-amyl alcohol under O-2 at 90 degrees C with irradiation from a 30 W fluorescent light bulb. (c) 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
URI
https://pr.ibs.re.kr/handle/8788114/3748
ISSN
1615-4150
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Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > Journal Papers (저널논문)
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