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The mechanism can be found in the book Named Reactions in Organic Chemistry, and its more intuitive version is provided below: . One of the first applications of this reaction was reported in 1985. Marschalk Reaction. Sodium dithionite reduction of 1-hydroxy- or aminoanthraquinones to their leuco-forms, followed by condensation with aldehydes to yield the 2-alkylated anthraquinones. 2-Hydroxyanthraquinones yield 1-alkylated products: The Marschalk reaction is the sodium dithionite promoted reaction of a phenolic anthraquinone with an aldehyde to yield a substituted phenolic anthraquinone after the addition of acid.. The mechanism can be found in the book Named Reactions in Organic Chemistry, and its more intuitive version is provided below: . One of the first applications of this reaction was reported in 1985.
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-quinizarin with propanal, 3--(-chlorobenzyl)-(or 3--acetyl)-1,2--isopropylidene-α---pentodialdo-1,4-furanose or (), or 3--acetyl-3--ethynyl-1,2--isopropylidene-α---pentodialdo-1,4-furanose in dimethylformamide solution at 0 °C, under nitrogen with DBN or DBU followed by aerial oxidation, gave a good yield Read "ChemInform Abstract: Facile Installation of a Hydroxyalkyl Group into Hydroxyanthraquinones and Aminoanthraquinones Through the Modified Marschalk Reaction., ChemInform" on DeepDyve, the largest online rental service for scholarly research with thousands of academic publications available at … Abstract Marschalk reaction of leucoquinizarin (2) with readily obtainable 4-bromo-2-acetoketal-1-butyraldehyde (3), from ethyl acetoacetate or acetone, gave in one step 4-demethoxy-7, 9-dideoxydaunomycinone (1a) in 60% yield. Download Citation | ChemInform Abstract: Facile Installation of a Hydroxyalkyl Group into Hydroxyanthraquinones and Aminoanthraquinones Through the Modified Marschalk Reaction. | 1,4 2012-04-01 Marschalk reaction (122 words) no match in snippet view article find links to article The Marschalk reaction is the sodium dithionite promoted reaction of a phenolic anthraquinone with an aldehyde to yield a substituted phenolic anthraquinone The key steps in this approach included a Marschalk alkylation of 1,4-dihydroxyanthraquinone followed by a Baker–Venkataraman reaction and then an acid-catalyzed cyclization of ring A to form the 4H-anthra[1,2-b]pyran system. Two compounds, the 4H-anthra[1,2-b]pyran 1 and the anthraquinone derivative 6 were evaluated for Marschalk reaction of 1-hydroxyanthraquinone afforded 1-hydroxy-2-methylanthraquinone (2).
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Soc. Chim. Fr. 1939, 6, 655.
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Soc. chins. Fr. (5) 4, 1547 Prior to performing a reaction, a thorough risk assessment should be carried out that includes a review of the potential hazards Marschalk, Bull.
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Sodium dithionite reduction of 1-hydroxy- or aminoanthraquinones to their leuco-forms, followed by condensation with aldehydes to yield the 2-alkylated anthraquinones.
Some Condensation Reactions of Isopropylidene Malonate1 A useful extension of the Marschalk reaction directed toward synthesis of 11- deoxydoxorubicin
Marschalk反应(Marschalk reaction)是在连二亚硫酸钠促进下,羟基蒽醌与醛 作用,然后再用酸处理,得到在蒽环上引入取代基的产物。 Marschalk反应反应 机理. 19. The Intramolecular Aromatic Friedel–Crafts Reaction Metal Carbenes in Cycloaddition Reactions anthracyclinones by intramolecular marschalk reaction.
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(Ernst von Kirchberg, Nikolaus Marschalk) and Lower Saxony. (Hermann Bote's D. H. Green, Fest. Johnson, 161-74, reacts to recent research on the interplay cardiomyopathy via inhibition of oxidative stress and inflammatory response in modified Marschalk reaction: Hydroxymethylation of 6,8-O-dimethyl emodin. of acetylene [11] set a precedent for future thermal trimerization reactions, a key procedure to by both Clar and Marschalk via two different routes [1a, 40]. 16 Apr 2007 A DIVISION OF MARSCHALK the entire issue in regard to Mr. De Bruyn's conduct and the respondent's response thereto, had been resolved.