Photochemistry of 1-alkoxy-and 1-(benzyloxy)-9, 10-anthraquinones in methanol: a facile process for the preparation of aldehydes and ketones

RL Blankespoor, RP Smart, ED Batts…

Index: Blankespoor, Ronald L.; Smart, Robert P.; Batts, Eric D.; Kiste, Alan A.; Lew, Rebecca E.; Vliet, Marc E. Vander Journal of Organic Chemistry, 1995 , vol. 60, # 21 p. 6852 - 6859

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Citation Number: 24

Abstract

The facile production of acid sensitive aldehydes and ketones via photochemical intramolecular &hydrogen atom transfer in 1-alkoxy-and l-(benzyloxy)-9, 10-anthraquinones (1) was investigated. Irradiation of 1 in argon purged methanol generates the primary photoproducts, l-(RCH (OMe) O)-and l-(ArCH (OMe) O)-9, 1O-anthrahydroquinones (2), respectively. Upon exposure to air, the intermediate anthrahydroquinone is rapidly ...

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3-(2-NITRO-PHENYL)-PROPIONALDEHYDE Structure

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Benzyl bromide Structure

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2-benzyl-1-hydroxyanthracene-9,10-dione Structure

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2-benzyl-1-hydroxyanthracene-9,10-dione Structure

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2-benzyl-1-hydroxyanthracene-9,10-dione Structure

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1-((4-(1,3-dioxolan-2-yl)phenyl)(methoxy)methoxy)-2-benzylanthracene-9,10-diol Structure

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4-(1,3-Dioxolan-2-yl)benzaldehyde Structure

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2-benzyl-1-hydroxyanthracene-9,10-dione Structure

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1-Methoxy-2-benzyl-9,10-anthraquinone Structure

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2-benzyl-1-hydroxyanthracene-9,10-dione Structure

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[4-(1,3-dioxolan-2-yl)phenyl]methanol Structure

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4-(1,3-Dioxolan-2-yl)benzaldehyde Structure

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4-(1,3-Dioxolan...

1-((4-(1,3-dioxolan-2-yl)phenyl)(methoxy)methoxy)-2-benzylanthracene-9,10-diol Structure

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4-(1,3-Dioxolan-2-yl)benzaldehyde Structure

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2-benzyl-1-hydroxyanthracene-9,10-dione Structure

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1-(benzyloxy)-2-methyl-9,10-anthraquinone Structure

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1-Hydroxy-2-met...

Cyclohexanol Structure

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Cyclohexanol

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1-Hydroxy-2-methylanthraquinone Structure

6268-09-3

1-Hydroxy-2-met...

N/A Structure

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1-Hydroxy-2-methylanthraquinone Structure

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1-Hydroxy-2-met...

1-Cyclohexoxy-2-methyl-9,10-anthraquinone Structure

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186506-45-6

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1-Hydroxy-2-methylanthraquinone Structure

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1-Hydroxy-2-methylanthraquinone Structure

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Acetophenone Structure

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