Journal
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 13, Issue -, Pages 1050-1063Publisher
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.13.104
Keywords
3-amino-5-methylisoxazole; 5-amino-N-aryl-1H-pyrazole-4-carboxamides; antibacterial activity; Groebke-Blackburn-Bienayme reaction; isocyanide Ugi reaction
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Funding
- scholarship of KU Leuven [SF/14/006]
- Erasmus Mundus scholarship
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The well-known aminoazoles, 3-amino-5-methylisoxazole and 5-amino-N-aryl-1H-pyrazole-4-carboxamides, were studied as an amine component in Ugi and Groebke-Blackburn-Bienayme 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-Bienayme 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.
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