77184-82-8Relevant academic research and scientific papers
Synthesis of unsymmetrical benzil licoagrodione
Worayuthakarn, Rattana,Boonya-udtayan, Sasiwadee,Arom-oon, Eakarat,Ploypradith, Poonsakdi,Ruchirawat, Somsak,Thasana, Nopporn
supporting information; experimental part, p. 7432 - 7435 (2009/04/18)
(Chemical Equation Presented) A synthesis of unsymmetrical 1,2-diarylethane-1,2-dione is reported involving the intramolecular cyclization of anionic benzylic ester of the aryl benzyl ether followed by oxidation employing dioxirane. With the use of microwave irradiation, licoagrodione was prepared from Claisen rearrangement of the corresponding allyl phenyl ether 1,2-diketone readily available from the Lindlar's reduction of the corresponding alkyne derivative. Subsequent removal of protecting groups then furnished the desired product.
Flavonoid epoxides. Part 20. Some unusual reactions of dimethyldioxirane (DMD) with flavonoid compounds
Burke, Anthony J.,O'Sullivan, W. Ivo
, p. 8491 - 8500 (2007/10/03)
Dimethyldioxirane (DMD), generally as a solution in acetone, has proved itself to be an excellent epoxidising agent. It was observed that either the 2'-hydroxychalcone epoxide or the tans-2,3-dihydroflavonol could be obtained depending on the pH of the reaction mixture and the type of β-arene ring present in the substrate. Using this methodology trans-2,3-dihydroflavonols can be synthesised in far better yields than by the most commonly used method for their synthesis, that of the Algar-Flynn-Oyamada reaction. Treatment of both flavonol 14 and the novel isoaurone 21 with DMD gave unusual products instead of the expected epoxides, but nonetheless, an epoxide was assumed to have formed during the reaction.
FACILE OXIDATION OF o-HYDROXYPHENYL BENZYL KETONES TO UNSYMMETRICAL BENZILS WITH DIMETHYL SULPHOXIDE/POTASSIUM HYDROXIDE
Saxena, Shabnam,Jain, P. K.,Makrandi, J. K.,Grover, S. K.
, p. 3401 - 3402 (2007/10/02)
o-Hydroxyphenyl benzyl ketones on treatment with dimethyl sulphoxide and powdered potassium hydroxide have been found to undergo facile oxidation to the corresponding benzils.
The Reaction of 3-Hydroxyflavones with Metal Salts
Hamado, Mutsumi,Kurosawa, Kazu
, p. 2630 - 2633 (2007/10/02)
The reaction of 3-hydroxyflavones (1a-d) with lead(IV) acetate gave 1,2-diphenylethanediones (2a-d), 1,2-diphenyl-2-hydroxyethanones, 2-hydroxybenzoic acids (7 and 9), and benzoic acids (8 and 10), and the reaction with manganese(III) acetate yielded 2, 7, 8, 9, and 10.In addition to 2, 7, and 10, 6-methoxy-2-(4-methoxybenzoyloxy)-3(2H)-benzofuranone and 2-hydroxy-4-methoxybenzaldehyde were obtained in the reaction of 1c with manganese(III) acetate.It has been established by the studies of 14C-labelled compounds that the C(3) in the 3-hydroxyflavone was lost during the reaction.
