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Issue 7, 2018
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Valorization of 2,5-furandicarboxylic acid. Diels–Alder reactions with benzyne

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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

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Publication details

The article was received on 28 Jan 2018, accepted on 20 Feb 2018 and first published on 20 Feb 2018


Article type: Communication
DOI: 10.1039/C8GC00308D
Citation: Green Chem., 2018,20, 1448-1454
  • Open access: Creative Commons BY license
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    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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