Use of activated enol ethers in the synthesis of pyrazoles: Reactions with hydrazine and a study of pyrazole tautomerism

Denisa Tarabová; Stanislava Šoralová; Martin Breza; Marek Fronc; Wolfgang Holzer; Viktor Milata

doi:10.3762/bjoc.10.70

Use of activated enol ethers in the synthesis of pyrazoles: Reactions with hydrazine and a study of pyrazole tautomerism

Denisa Tarabová, Stanislava Šoralová, Martin Breza, Marek Fronc, Wolfgang Holzer, Viktor Milata (Corresponding author)

Publications: Contribution to journal › Article › Peer Reviewed

Abstract

Activated enol ethers derived from esters or the dinitrile of malonic acid, or from pentane-2,4-dione were treated with hydrazine hydrate. The structures of the obtained products – pyrazoles 5 – were studied with a focus on tautomerism and supramolecular structure. A reverse addition of the reagents led to the isolation of two novel products, namely bis-enehydrazines 6 with an unsymmetrical arrangement of the formally equivalent subunits.

Original language	English
Pages (from-to)	752-760
Number of pages	9
Journal	Beilstein Journal of Organic Chemistry
Volume	10
DOIs	https://doi.org/10.3762/bjoc.10.70
Publication status	Published - 1 Apr 2014

Austrian Fields of Science 2012

104015 Organic chemistry

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10.3762/bjoc.10.70Licence: Other

http://phaidra.univie.ac.at/o:454131Licence: Other

Cite this

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AU - Šoralová, Stanislava

AU - Breza, Martin

AU - Fronc, Marek

AU - Holzer, Wolfgang

AU - Milata, Viktor

PY - 2014/4/1

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AB - Activated enol ethers derived from esters or the dinitrile of malonic acid, or from pentane-2,4-dione were treated with hydrazine hydrate. The structures of the obtained products – pyrazoles 5 – were studied with a focus on tautomerism and supramolecular structure. A reverse addition of the reagents led to the isolation of two novel products, namely bis-enehydrazines 6 with an unsymmetrical arrangement of the formally equivalent subunits.

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DO - 10.3762/bjoc.10.70

M3 - Article

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