The Synthetic Potential and Chemical Aspects of the Gewald Reaction: Application in the Preparation of 2-Aminothiophenes and Related Heterocycles

Author(s): Josue S. Bello Forero, Joel Jones, Flavia M. da Silva

Journal Name: Current Organic Synthesis

Volume 10 , Issue 3 , 2013


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Abstract:

Several compounds that contain the 2-aminothiophene structural motif have been found to be promising pharmacological agents, such as the antipsychotic drug olanzapine, which has already been commercialised. There are many approaches to the synthesis of 2-aminothiophenes; however, the Gewald reaction is considered to be the simplest and most convergent method for generating these heterocycles. The reaction is reviewed from its original development to the most recent advances in terms of substrate scope, reactivity, reaction conditions, and synthetic applications.

Keywords: 2-aminothiophenes, Gewald reaction, heterocycle, sulfur, thiolation, thiophene.

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Article Details

VOLUME: 10
ISSUE: 3
Year: 2013
Page: [347 - 365]
Pages: 19
DOI: 10.2174/1570179411310030002
Price: $65

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