Osorio, MauricioAravena, JacquelineVergara, AlejandraTaborga, LautaroBaeza, EvelynCatalán, KarenGonzález, CesarCarvajal, MarcelaCarrasco, HéctorEspinoza, Luis2023-07-242023-07-242012-01Molecules Volume 17, Issue 1, Pages 556 - 570January 20121420-3049https://repositorio.unab.cl/xmlui/handle/ria/51934Indexación: ScopusThe synthesis of twenty six prenylated phenols derivatives is reported. These compounds were obtained under mild conditions via Electrophilic Aromatic Substitution (EAS) coupling reactions between phenol derivatives containing electron-donor subtituents and 3-methyl-2-buten-1-ol using BF 3·OEt 2. Dialkylations were also produced with this method. The formation of a chroman ring by intramolecular cyclization between a sp 2 carbon from the prenyl group with the hydroxyl substituent in the ortho position occurred with some phenols. All the synthesized compounds were evaluated as antioxidants according to a DPPH radical scavenging activity assay. IC 50 values of five synthesized compounds indicated they were as good antioxidants as Trolox™. © 2012 by the authors.enElectrophilic aromatic substitutionPrenylated phenolsRadical scavenging activityArtículoAttribution 3.0 Unported (CC BY 3.0)10.3390/molecules17010556