Issue 28, 2014

Regioselective synthesis of 3,4,5-trisubstituted 2-aminofurans

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

Supplementary files

Article information

Article type
Communication
Submitted
20 May 2014
Accepted
30 May 2014
First published
02 Jun 2014

Org. Biomol. Chem., 2014,12, 5098-5101

Author version available

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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