B. Mekonnen et G. Crank, 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, Journal of heterocyclic chemistry, 34(2), 1997, pp. 567-572
Acid chlorides and anhydrides react with 2-amino-4-alkyloxazoles in th
e 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 ami
des. This provides a viable entry for functionalising and making carbo
n-carbon bond at C-5 of this heterocyclic system.