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Issue 98, 2016
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Solvent-dependent copper-catalyzed synthesis of pyrazoles under aerobic conditions

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Abstract

We present a copper-catalyzed oxidative cyclization of β,γ-unsaturated hydrazones, utilizing molecular oxygen as a stoichiometric oxidant. The methodology provides distinct classes of pyrazoles simply by changing the reaction solvent. Tris-substituted pyrazoles, having a ketone functionality at the C-5 position, were obtained as the major product in ethanol, while di-substituted pyrazoles were predominantly formed in 1,1,1,3,3,3-hexafluoro-2-propanol.

Graphical abstract: Solvent-dependent copper-catalyzed synthesis of pyrazoles under aerobic conditions

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Publication details

The article was received on 24 Aug 2016, accepted on 25 Oct 2016 and first published on 25 Oct 2016


Article type: Communication
DOI: 10.1039/C6CC06935E
Citation: Chem. Commun., 2016,52, 14093-14096
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    Solvent-dependent copper-catalyzed synthesis of pyrazoles under aerobic conditions

    F. Pünner, Y. Sohtome and M. Sodeoka, Chem. Commun., 2016, 52, 14093
    DOI: 10.1039/C6CC06935E

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