Publication Date:
2017-06-01
Description:
The well-known aminoazoles, 3-amino-5-methylisoxazole and 5-amino- N -aryl-1 H -pyrazole-4-carboxamides, were studied as an amine component in Ugi and Groebke–Blackburn–Bienaymé multicomponent reactions. The first example of an application of aminoazoles in an Ugi four-component reaction was discovered and novel features of a Groebke–Blackburn–Bienaymé cyclocondensation are established and discussed. The heterocycles obtained were evaluated for their antibacterial activity and several of them demonstrated a weak antimicrobial effect, but for most of the compounds a 30–50% increase in biomass of Gram-positive strains (mainly B. subtilis ) compared to control was observed. Beilstein J. Org. Chem. 2017, 13, 1050–1063. doi:10.3762/bjoc.13.104
Keywords:
3-amino-5-methylisoxazole5-amino-N-aryl-1H-pyrazole-4-carboxamidesantibacterial activityGroebke–Blackburn–Bienaymé reactionisocyanide Ugi reaction
Electronic ISSN:
1860-5397
Topics:
Chemistry and Pharmacology
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