192209-74-8Relevant articles and documents
(E)-6-methoxy-3-(a-methoxybenzyl-idene)benzo[b]furan-2(3H)-one at 173 K
Burke, Anthony J.,Schmalle, Helmut W.,Brady, Bernard A.,O'Sullivana, W. Ivo
, p. 484 - 486 (2000)
Isoaurones [3-arylidenebenzofuran-2(3H)ones] were a unique class of flavonoid compounds isomeric with aurones [2-arylidenebenzofuran-3(2H)-ones], some of which are naturally occurring, such as E-marginalin. The furanone ring of the compound was fused to a methoxybenzene ring system, as it was planar in nature. The molecules in the crystal of the compound were packed together via intermolecular C-H---O interactions and stacking between the benzofuranone ring systems.
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.