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

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

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 repor...

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Bibliographic Details
Main Authors: Wolfgang Holzer, Gernot A. Eller
Format: Article
Language:English
Published: MDPI AG 2006-05-01
Series:Molecules
Subjects:
Gewald reaction
Thiophene synthesis
Cyclization
Condensation.
Online Access:http://www.mdpi.com/1420-3049/11/5/371/
Description
Summary: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.
ISSN:1420-3049

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