lsyc_a_1133828_sm4676.pdf (1.54 MB)
Simple and efficient synthesis of benzofuran derivatives from tyrosol
Version 2 2016-02-06, 20:33
Version 1 2016-01-05, 14:53
journal contribution
posted on 2016-02-06, 20:33 authored by Paolo Bovicelli, Fabrizio Bottaro, Carla Sappino, Michela Tomei, Valentina Nardi, Ilaria Proietti Silvestri, Beatrice Macchi, Caterina Frezza, Giuliana RighiA convenient strategy for the preparation of compounds bearing the benzofuran skeleton starting from tyrosol, a phenol largely present in olive oil production waste, with no biological importance, is reported. A bromination/methoxylation sequence, already described for the synthetic transformation of naturally occurring compounds, was exploited. Depending on the solvent used for the methoxylation reaction together with the presence of a 4-phenol moiety respect to the side chain, benzodihydrofurans or a benzofurans derivative can be obtained.