61726-79-2Relevant academic research and scientific papers
Synthesis and structure of 2-phenylanthra[9,1-bc]pyrrol-6-one
Chirkova,Denisov, V. Ya.,Gatilov, Yu. V.,Bagryanskaya,Rybalova
body text, p. 866 - 870 (2010/10/04)
Reduction of anti-1-benzoylanthraquinone oxime gave 2-phenylanthra[9,1-bc] pyrrol-6-one whose structure was determined by X-ray analysis. The molecule of 2-phenylanthra[9,1-bc]pyrrol-6-one is almost planar, and its crystalline structure is characterized b
Photochemistry of 1, n -Dibenzyloxy-9,10-anthraquinones
Sarma, Saurav J.,Jones, Paul B.
supporting information; experimental part, p. 3806 - 3813 (2010/08/20)
Figure presented The photochemistry of a series of 9,10-anthraquinones with multiple benzyloxy substituents was investigated. In polar solvent, the expected Blankespoor oxidative cleavage reaction is the major reaction pathway, but in most cases, several minor products were observed. In nonpolar solvents, the abundance of these minor products increases dramatically. Four types of product were observed with the favored reaction pathway shifting with minor changes in substitution on the anthraquinone. Several types of product require cleavage of the C-O bond on the benzyloxy group and, apparently, follow a photo-Claisen-type mechanism. Others involve the expected 1,5-diradical but do not exhibit the single-electron transfer usually observed in the Blankespoor-type reaction. The results indicate the importance of considering the medium and photoredox behavior in anthraquinone photochemistry.
REACTION OF α-HALOGENO- AND α-NITROANTHRAQUINONES WITH THE ANIONS OF CH ACIDS. I. SYNTHESES OF 1-ALKYL-, 1,5-DIALKYL-, AND 1-AROYLANTHRAQUINONES
Gorelik, M. V.,Titova, S. P.,Kanor, M. A.
, p. 1852 - 1857 (2007/10/02)
The reaction of 1-halogeno- and 1-nitroanthraquinones with cyanoacetic and phenylsulfonylacetic esters, phenylacetonitrile, malonic ester, and nitromethane in a polar aprotic solvent in the presence of a base leads to the corresponding 1-alkylanthraquinones, while the reaction of 1,5-dichloro- and 1,5-dinitroanthraquinones leads to 5-chloro- and 5-nitro-1-alkylanthraquinones or 1,5-bisalkylanthraquinones, depending on the conditions.In the presence of the base the products are alkylated at the carbon atom adjacent to the anthraquinone ring, after which the ethoxycarbonyl group at the quaternary carbon atom is easily eliminated in the alkaline medium. 1-(phenylcyanomethyl)anthraquinone is oxidized by oxygen in an alkaline medium to 1-benzoylanthraquinone.
