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Friedel-crafts reactions of 2-amino-4-(alkyl or aryl)oxazoles with acid chlorides and acid anhydrides: Synthesis of 5-acyl-2-amino-4-alkyloxazoles

✍ Scribed by Belew Mekonnen; George Crank

Publisher: Journal of Heterocyclic Chemistry
Year: 1997
Tongue: English
Weight: 484 KB
Volume: 34
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570340237

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✦ Synopsis

Abstract

Acid chlorides and anhydrides react with 2‐amino‐4‐alkyloxazoles in the presence of aluminum chloride to produce 5‐acyl substituted 2‐amino‐4‐alkyloxazoles in modest yields. However, in the absence of the Lewis acid reaction occurs at the amino group to give the corresponding amides. This provides a viable entry for functionalising and making carbon‐carbon bond at C‐5 of this heterocyclic system.

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