A 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.

Bovicelli, P., Bottaro, F., Sappino, C., Tomei, M., Nardi, V., Proietti Silvestri, I., et al. (2016). Simple and efficient synthesis of benzofuran derivatives from tyrosol. SYNTHETIC COMMUNICATIONS, 46(3), 242-248 [10.1080/00397911.2015.1133828].

Simple and efficient synthesis of benzofuran derivatives from tyrosol

MACCHI, BEATRICE;
2016-01-01

Abstract

A 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.
2016
Pubblicato
Rilevanza internazionale
Articolo
Esperti anonimi
Settore CHIM/03 - CHIMICA GENERALE E INORGANICA
Settore BIO/14 - FARMACOLOGIA
English
Con Impact Factor ISI
Antioxidants; benzofurans; heterocyclization; polyphenols; Organic Chemistry
www.tandf.co.uk/journals/titles/00397911.asp
Bovicelli, P., Bottaro, F., Sappino, C., Tomei, M., Nardi, V., Proietti Silvestri, I., et al. (2016). Simple and efficient synthesis of benzofuran derivatives from tyrosol. SYNTHETIC COMMUNICATIONS, 46(3), 242-248 [10.1080/00397911.2015.1133828].
Bovicelli, P; Bottaro, F; Sappino, C; Tomei, M; Nardi, V; Proietti Silvestri, I; Macchi, B; Frezza, C; Righi, G
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2108/162464
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