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Nitrileimines as an alternative to azides in base-mediated click [3 + 2] cycloaddition with methylene active nitriles.

ABSTRACT: Nitrileimines were implemented in practical click protocols with oxopropanenitriles for the straightforward 5-amino-1H-pyrazole synthesis via 1,3-dipolar cycloaddition. The reaction proceeds at room temperature in a short time with base catalysis and no chromatographic purification. High purity products were isolated by simple filtration. The selectivity of the reaction was observed.

SUBMITTER: Tupychak MA

PROVIDER: S-EPMC9051556 | biostudies-literature | 2020 Apr

REPOSITORIES: biostudies-literature

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Nitrileimines as an alternative to azides in base-mediated click [3 + 2] cycloaddition with methylene active nitriles.

Tupychak Mykola A MA Shyyka Olga Ya OY Pokhodylo Nazariy T NT Obushak Mykola D MD

RSC advances 20200403 23

Nitrileimines were implemented in practical click protocols with oxopropanenitriles for the straightforward 5-amino-1H-pyrazole synthesis via 1,3-dipolar cycloaddition. The reaction proceeds at room temperature in a short time with base catalysis and no chromatographic purification. High purity products were isolated by simple filtration. The selectivity of the reaction was observed. ...[more]

PMID: 35493004

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