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New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized.

ABSTRACT: 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-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.

SUBMITTER: Murlykina MV

PROVIDER: S-EPMC5480327 | biostudies-literature | 2017

REPOSITORIES: biostudies-literature

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New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized.

Murlykina Maryna V MV Kornet Maryna N MN Desenko Sergey M SM Shishkina Svetlana V SV Shishkin Oleg V OV Brazhko Aleksander A AA Musatov Vladimir I VI Van der Eycken Erik V EV Chebanov Valentin A VA

Beilstein journal of organic chemistry 20170531

The well-known aminoazoles, 3-amino-5-methylisoxazole and 5-amino-<i>N</i>-aryl-1<i>H</i>-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 ...[more]

PMID: 28684984

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