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Issue 0, 1984
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Ring transformation and reactions of 2-amino-4,5-dihydrofuran-3,4-dicarbonitriles

Abstract

The 2-amino-4,5-dihydrofuran-3,4-dicarbonitriles (1af) were thermally aromatized to the 2-aminofuran-3-carbonitriles (2af) which, in turn, underwent photoxidative ring transformation into the 2,5-dihydro-5-hydroxy-2-oxopyrrole-3-carbonitriles (3be). Mild acidic hydrolysis of the 2-amino-4,5-dihydrofuran-3,4-dicarbonitriles (1ag) led to the tetrahydro-2-oxofuran-3,4-dicarbo-nitriles (4ag). The representative compound (4a) was converted into the 2,5-dihydro-2-oxofuran-3-carbonitrile (5) or further transformed into the 3,3a-dihydrofuro[3,4-c]pyrrole-1,4,6-trione (6).

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Article type: Paper
DOI: 10.1039/P19840002009
Citation: J. Chem. Soc., Perkin Trans. 1, 1984,0, 2009-2011
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    Ring transformation and reactions of 2-amino-4,5-dihydrofuran-3,4-dicarbonitriles

    V. J. Arán, M. A. Pérez and J. L. Soto, J. Chem. Soc., Perkin Trans. 1, 1984, 0, 2009
    DOI: 10.1039/P19840002009

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