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

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...

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Autores principales: Tarabová, Denisa, Šoralová, Stanislava, Breza, Martin, Fronc, Marek, Holzer, Wolfgang, Milata, Viktor
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2014
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3999851/
https://www.ncbi.nlm.nih.gov/pubmed/24778729
http://dx.doi.org/10.3762/bjoc.10.70
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author Tarabová, Denisa
Šoralová, Stanislava
Breza, Martin
Fronc, Marek
Holzer, Wolfgang
Milata, Viktor
author_facet Tarabová, Denisa
Šoralová, Stanislava
Breza, Martin
Fronc, Marek
Holzer, Wolfgang
Milata, Viktor
author_sort Tarabová, Denisa
collection PubMed
description 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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spelling pubmed-39998512014-04-28 Use of activated enol ethers in the synthesis of pyrazoles: reactions with hydrazine and a study of pyrazole tautomerism Tarabová, Denisa Šoralová, Stanislava Breza, Martin Fronc, Marek Holzer, Wolfgang Milata, Viktor Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2014-04-01 /pmc/articles/PMC3999851/ /pubmed/24778729 http://dx.doi.org/10.3762/bjoc.10.70 Text en Copyright © 2014, Tarabová et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Tarabová, Denisa
Šoralová, Stanislava
Breza, Martin
Fronc, Marek
Holzer, Wolfgang
Milata, Viktor
Use of activated enol ethers in the synthesis of pyrazoles: reactions with hydrazine and a study of pyrazole tautomerism
title Use of activated enol ethers in the synthesis of pyrazoles: reactions with hydrazine and a study of pyrazole tautomerism
title_full Use of activated enol ethers in the synthesis of pyrazoles: reactions with hydrazine and a study of pyrazole tautomerism
title_fullStr Use of activated enol ethers in the synthesis of pyrazoles: reactions with hydrazine and a study of pyrazole tautomerism
title_full_unstemmed Use of activated enol ethers in the synthesis of pyrazoles: reactions with hydrazine and a study of pyrazole tautomerism
title_short Use of activated enol ethers in the synthesis of pyrazoles: reactions with hydrazine and a study of pyrazole tautomerism
title_sort use of activated enol ethers in the synthesis of pyrazoles: reactions with hydrazine and a study of pyrazole tautomerism
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3999851/
https://www.ncbi.nlm.nih.gov/pubmed/24778729
http://dx.doi.org/10.3762/bjoc.10.70
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