24624-29-1Relevant academic research and scientific papers
Synthesis method of anthraquinone derivatives and tetracenedione derivatives through benzannulation reaction
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Paragraph 0029-0030; 0043, (2017/08/09)
The present invention relates to a method for synthesizing anthraquinone derivatives and tetracene dione derivatives through a benzannulation reaction, which presents a novel synthesis method, capable of processing synthesis easily, conveniently, and efficiently under mild conditions by an organic catalyst. The synthesis method uses an L-proline catalyst which is nontoxic, economical and easily available, compared to conventional production methods, thereby providing the anthraquinone derivatives and the tetracene dione derivatives through the one-pot benzannulation reaction of an α, β-unsaturated aldehyde compound, various 1,4-naphthoquinone compounds or 1,4-anthracenedione compounds. Various forms of anthraquinone derivatives or tetracene dione derivatives prepared by the synthesis method can be widely used for synthesis of natural products, dyes, and pharmaceutical products.COPYRIGHT KIPO 2017
Organocatalyzed benzannulation for the construction of diverse anthraquinones and tetracenediones
Somai Magar, Krishna Bahadur,Xia, Likai,Lee, Yong Rok
supporting information, p. 8592 - 8595 (2015/05/20)
An efficient one-pot synthesis of anthraquinones and tetracenediones was achieved vial-proline catalyzed [4+2] cycloaddition of in situ generated azadiene from α,β-unsaturated aldehydes and 1,4-naphthoquinones or 1,4-anthracenedione in good to excellent yield. This protocol constitutes an unprecedented tandem benzannulation that allows one-pot construction of diverse anthraquinones and tetracenediones in the presence of organocatalysts. This methodology was applied successfully to the synthesis of naturally occurring molecules and photochemically interesting phenanthrenequinone derivatives.
Catalytic hypervalent iodine oxidation of p-dialkoxybenzenes to p-quinones using 4-iodophenoxyacetic acid and Oxone
Yakura, Takayuki,Yamauchi, Yu,Tian, Yuan,Omoto, Masanori
experimental part, p. 1632 - 1634 (2009/09/28)
A catalytic hypervalent iodine oxidation of p-dialkoxybenzenes using 4-iodophenoxyacetic acid (1) and 2KHSO5·KHSO 4·K2SO4 (Oxone) was developed. Reaction of p-dialkoxybenzenes (2) with a catalytic amount of 1 in the presence of Oxone as a co-oxidant in 2,2,2-trifluoroethanol-water (1:2) gave the corresponding p-quinones (3) in excellent yields without purification. This procedure was applied to synthesis of blattellaquinone (9), the sex pheromone of the German cockroach, Blattella germanica.
Kinetic study of the photochromic transformations of 1-alkyl-9,10-anthraquinones
Gritsan, N. P.,Shvartsberg, E. M.,Russkikh, V. V.,Khmelinskii, I. V.
, p. 1660 - 1663 (2007/10/02)
A study of the photochromic transformations of 1-alkyl-9,10-anthraquinones has shown that the effect of substituents in both the anthraquinone nucleus and the methylene group on the rate constant of the dark migration of the H atom is associated with their effect on the ?-electron density on the carbon atom of the methylene group: an increase in the ?-electron density increases the rate constant, and a decrease lowers it.Substitution in the methylene group produces strong steric effects, mainly on the activation energy of the rate constant for the migration of the hydrogen atom.
REACTION OF ALKYL RADICALS WITH ANTHRAQUINONE
Opeida, I. A.,Timokhin, V. I.,Mironenko, N. I.,Simonov, M. A.,Petrenko, V. V.
, p. 1161 - 1163 (2007/10/02)
The thermal decomposition of propionyl and lauroyl peroxides in chlorobenzene and benzene was used as a source of alkyl radicals for the production of α- and β-alkylanthraquinones from anthraquinone.The process was realized at 80-140 deg C with anthraquinone-diacyl peroxide molar ratios between 2:1 and 1:2.The yields of the alkylanthraquinones amounted to 10percent on the reacted diacyl peroxide.
