Issue 98, 2016

Solvent-dependent copper-catalyzed synthesis of pyrazoles under aerobic conditions

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

Supplementary files

Article information

Article type
Communication
Submitted
24 Aug 2016
Accepted
25 Oct 2016
First published
25 Oct 2016

Chem. Commun., 2016,52, 14093-14096

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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