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Issue 28, 2014
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Regioselective synthesis of 3,4,5-trisubstituted 2-aminofurans

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Abstract

Three series of methyl 5-substituted 2-aminofuran-4-keto-3-carboxylates have been prepared following a multicomponent reaction strategy by the addition of an isocyanide to 4-oxo-2-butynoate in the presence of an aldehyde. The cycloaddition regioselectivity is generally high (>95%) but decreases when an electron-rich substituent is located at the butynoate 4-position.

Graphical abstract: Regioselective synthesis of 3,4,5-trisubstituted 2-aminofurans

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Publication details

The article was received on 20 May 2014, accepted on 30 May 2014 and first published on 02 Jun 2014


Article type: Communication
DOI: 10.1039/C4OB01037J
Citation: Org. Biomol. Chem., 2014,12, 5098-5101
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    Regioselective synthesis of 3,4,5-trisubstituted 2-aminofurans

    T. N. T. Huynh, P. Retailleau, C. Denhez, K. P. P. Nguyen and D. Guillaume, Org. Biomol. Chem., 2014, 12, 5098
    DOI: 10.1039/C4OB01037J

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