C. M. Santos, Artur M. S. Silva, J. Cavaleiro
Dec 1, 2003
Citations
0
Influential Citations
32
Citations
Journal
European Journal of Organic Chemistry
Abstract
Hydroxy-2-styrylchromones 5a−i were prepared by debenzylation of benzyloxy-2-styrylchromones 3a−i, which were synthesised by the Baker−Venkataraman method. The last step of this method, the cyclodehydration 5-aryl-3-hydroxy-1-(2-hydroxyaryl)-2,4-pentadien-1-ones 2a−i, was carried out with a catalytic amount of iodine, or p-toluenesulfonic acid, in DMSO. Benzyloxy-3-cinnamoyl-2-styrylchromones 4a−f were obtained as by-products in both procedures, but the latter procedure gave benzyloxy-2-styrylchromones 3a−i in better yields. The structures of all new compounds were established by extensive NMR studies. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)