title: 2-Arylhydroxytyrosol derivatives via Suzuki-Miyaura cross-coupling.
abstract: 2-Arylhydroxytyrosol derivatives, a new class of hydroxytyrosol derivatives, have been prepared in high to excellent yields from the corresponding 2-chloro precursors via Suzuki-Miyaura cross-coupling with arylboronic acids containing electron-donating, electron-withdrawing, as well as ortho substituents. A remarkable halide effect has been observed. 2-Iodo- and 2-bromohydroxytyrosol derivatives have been found to be ineffective cross-coupling partners in many cases. The acetonide and carbonate protecting groups can be readily removed.
authors.affiliation: Dipartimento A.B.A.C., Universita degli Studi della Tuscia, Via S. Camillo De Lellis, 01100 Viterbo, Italy.
authors.forename: Roberta
authors.initials: R
authors.lastname: Bernini
authors.forename: Sandro
authors.initials: S
authors.lastname: Cacchi
authors.forename: Giancarlo
authors.initials: G
authors.lastname: Fabrizi
authors.forename: Eleonora
authors.initials: E
authors.lastname: Filisti
mesh_terms: D015394:Molecular Structure; D010626:Phenylethyl Alcohol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: C005975:3,4-dihydroxyphenylethanol; D010626:Phenylethyl Alcohol