62849-10-9Relevant academic research and scientific papers
Flavonoid synthesis based on photolysis of flavan-3-ols, 3-hydroxyflavanones, and 2-benzylbenzofuranones
Fourie, Theunis G.,Ferreira, Daneel,Roux, David G.
, p. 125 - 133 (2007/10/07)
Irradiation of flavan-3-ols, 3-hydroxyflavanones, and 2-benzylbenzofuranones in methanol leads mainly to photochemical opening of the heterocyclic ring, or to its complete photofragmentation, the products being trapped by reaction with the solvent. Fission of exocyclic C-O bonds also occurs, accompanied by intramolecular rearrangements. The course of these reactions is often dependent on the position and nature of substituents. The conversions provide novel routes to 1,3-diaryl-1-methoxypropan-2-ols, 1,3-diaryl-2,2-dimethoxypropan-1-ones, cis-3-methoxyflavanones, isoflavones, flavanones, and trans-chalcones, and hence to α-hydroxychalcones, cis- and trans-α-methoxychalcones, and 2-methoxy-2-(α-methoxybenzyl)benzofuranones.
