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Issue 7, 2018
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A waste-minimized protocol for copper-catalyzed Ullmann-type reaction in a biomass derived furfuryl alcohol/water azeotrope

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Abstract

We report the use of biomass-derived furfuryl alcohol as an effective bidentate ligand able to promote the Ullmann-type copper-catalyzed coupling of aryl halides with heteroaromatic or aliphatic amines. Furfuryl alcohol (FA) can be mixed with water to form the corresponding azeotrope (20 wt% of FA) and therefore can be easily recovered and reused. This protocol is efficiently applied to substrates with various electronic nature and affords the expected products (27 examples) in generally good to excellent yields. It has also been demonstrated that the protocol is both chemically and environmentally effective as the azeotropic mixture can be easily and almost quantitatively recovered at the end of the process.

Graphical abstract: A waste-minimized protocol for copper-catalyzed Ullmann-type reaction in a biomass derived furfuryl alcohol/water azeotrope

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Publication details

The article was received on 25 Jan 2018, accepted on 27 Feb 2018 and first published on 28 Feb 2018


Article type: Paper
DOI: 10.1039/C8GC00287H
Citation: Green Chem., 2018,20, 1634-1639
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    A waste-minimized protocol for copper-catalyzed Ullmann-type reaction in a biomass derived furfuryl alcohol/water azeotrope

    F. Ferlin, V. Trombettoni, L. Luciani, S. Fusi, O. Piermatti, S. Santoro and L. Vaccaro, Green Chem., 2018, 20, 1634
    DOI: 10.1039/C8GC00287H

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