2-Arylhydroxytyrosol derivatives via Suzuki-Miyaura cross-coupling.
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.
Bernini
Roberta
R
Dipartimento A.B.A.C., Universita degli Studi della Tuscia, Via S. Camillo De Lellis, 01100 Viterbo, Italy.
Cacchi
Sandro
S
Fabrizi
Giancarlo
G
Filisti
Eleonora
E
D015394:Molecular Structure; D010626:Phenylethyl Alcohol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
C005975:3,4-dihydroxyphenylethanol; D010626:Phenylethyl Alcohol