(Gewald Aminothiophene Synthesis, Gewald Synthesis of 2-Aminothiophene)
Published Online: 15 SEP 2010
Copyright © 2010 John Wiley & Sons, Inc. All rights reserved.
Comprehensive Organic Name Reactions and Reagents
How to Cite
2010. Gewald Reaction. Comprehensive Organic Name Reactions and Reagents. 267:1213–1216.
- Published Online: 15 SEP 2010
Choose one or more boxes to highlight terms.
The route for synthesizing 2-aminothiophene involving a base-catalyzed condensation of a ketone having an active CH2 group with α-ketonitrile to form an olefin that cyclizes with sulfur is generally referred to as the Gewald reaction. This reaction has two major types of variants: a two-step synthesis and a one-pot synthesis. This reaction provides a route for thieno[2,3-d][1,3]-oxazin-4-ones, which is a useful moiety for the serine protease inhibitor. This reaction has also been modified to synthesize 2-aminothiophene with a substituent at the 3-, 4-, or 5-position.
- diethyl amine