Issue 7, 2018

Valorization of 2,5-furandicarboxylic acid. Diels–Alder reactions with benzyne

Abstract

Biomass-derived 2,5-furandicarboxylic acid was valorized by conversion to 1,4-naphthalenedicarboxylic acid via benzyne-cycloaddition and reductive aromatization in 66% overall yield (four steps). Two novel bicyclic intermediates were isolated in 80% and 98% yield. These advances diversify the potential end uses of renewable terephalic acid analogs and other furanics available from cellulose biorefinery.

Graphical abstract: Valorization of 2,5-furandicarboxylic acid. Diels–Alder reactions with benzyne

Supplementary files

Article information

Article type
Communication
Submitted
28 Jan 2018
Accepted
20 Feb 2018
First published
20 Feb 2018
This article is Open Access
Creative Commons BY license

Green Chem., 2018,20, 1448-1454

Valorization of 2,5-furandicarboxylic acid. Diels–Alder reactions with benzyne

E. M. Serum, S. Selvakumar, N. Zimmermann and M. P. Sibi, Green Chem., 2018, 20, 1448 DOI: 10.1039/C8GC00308D

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