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.
Current Organic Synthesis
Title:The Synthetic Potential and Chemical Aspects of the Gewald Reaction: Application in the Preparation of 2-Aminothiophenes and Related Heterocycles
Volume: 10 Issue: 3
Author(s): Josue S. Bello Forero, Joel Jones and Flavia M. da Silva
Affiliation:
Keywords: 2-aminothiophenes, Gewald reaction, heterocycle, sulfur, thiolation, thiophene.
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.
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Cite this article as:
S. Bello Forero Josue, Jones Joel and M. da Silva Flavia, The Synthetic Potential and Chemical Aspects of the Gewald Reaction: Application in the Preparation of 2-Aminothiophenes and Related Heterocycles, Current Organic Synthesis 2013; 10 (3) . https://dx.doi.org/10.2174/1570179411310030002
DOI https://dx.doi.org/10.2174/1570179411310030002 |
Print ISSN 1570-1794 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6271 |
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