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Molecules 2006, 11(5), 371-376; doi:10.3390/11050371
Communication

First Synthesis of 3-Acetyl-2-aminothiophenes Using the Gewald Reaction

*  and
Department of Drug Synthesis, Faculty of Life Sciences, University of Vienna, Austria
* Author to whom correspondence should be addressed.
Received: 5 May 2006 / Revised: 15 May 2006 / Accepted: 16 May 2006 / Published: 16 May 2006
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Abstract

Novel 3-acetyl-2-aminothiophenes were prepared from cyanoacetone and1,4-dithianyl-2,5-diols using a modified Gewald reaction. The syntheses of thecorresponding acetamides, as well as that of 3-acetyl-2-amino-5-nitrothiophene – aninteresting building-block for thiophene azo dyes – are reported. Detailed spectroscopicinvestigations (1H-NMR, 13C-NMR, MS, IR) of the obtained compounds are presented.
Keywords: Gewald reaction; Thiophene synthesis; Cyclization; Condensation. Gewald reaction; Thiophene synthesis; Cyclization; Condensation.
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Eller, G.A.; Holzer, W. First Synthesis of 3-Acetyl-2-aminothiophenes Using the Gewald Reaction. Molecules 2006, 11, 371-376.

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