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Bronsted acid catalyzed tandem defunctionalization of biorenewable ferulic acid and derivates into bio-catechol

Tijdschriftbijdrage - Tijdschriftartikel

An efficient conversion of biorenewable ferulic acid into bio-catechol has been developed. The transformation comprises two consecutive defunctionalizations of the substrate, that is, C-O (demethylation) and C-C (de-2-carboxyvinylation) bond cleavage, occurring in one step. The process only requires heating of ferulic acid with HCl (or H2SO4) as catalyst in pressurized hot water (250 degrees C, 50 bar N-2). The versatility is shown on a variety of other (biorenewable) substrates yielding up to 84% di-(catechol, resorcinol, hydroquinone) and trihydroxybenzenes (pyrogallol, hydroxyquinol), in most cases just requiring simple extraction as work-up.
Tijdschrift: Angewandte Chemie: international edition in English
ISSN: 1433-7851
Volume: 59
Pagina's: 3063 - 3068
Jaar van publicatie:2020
Trefwoorden:A1 Journal article
BOF-keylabel:ja
BOF-publication weight:6
CSS-citation score:2
Authors from:Higher Education
Toegankelijkheid:Open