Continuous-flow synthesis of 3,5-disubstituted pyrazoles via sequential alkyne homocoupling and Cope-type hydroamination

A flow chemistry-based approach is presented for the synthesis of 3,5-disubstituted pyrazoles via sequential copper-mediated alkyne homocoupling and Cope-type hydroamination of the intermediary 1,3-diynes in the presence of hydrazine as nucleophilic reaction partner. The proposed multistep methodolo...

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Autores principales: Ötvös, Sándor B., Georgiádes, Ádám, Ozsvár, Dániel, Fülöp, Ferenc
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9061249/
https://www.ncbi.nlm.nih.gov/pubmed/35518676
http://dx.doi.org/10.1039/c9ra01590f
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author Ötvös, Sándor B.
Georgiádes, Ádám
Ozsvár, Dániel
Fülöp, Ferenc
author_facet Ötvös, Sándor B.
Georgiádes, Ádám
Ozsvár, Dániel
Fülöp, Ferenc
author_sort Ötvös, Sándor B.
collection PubMed
description A flow chemistry-based approach is presented for the synthesis of 3,5-disubstituted pyrazoles via sequential copper-mediated alkyne homocoupling and Cope-type hydroamination of the intermediary 1,3-diynes in the presence of hydrazine as nucleophilic reaction partner. The proposed multistep methodology offers an easy and direct access to valuable pyrazoles from cheap and readily available starting materials and without the need for the isolation of any intermediates.
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spelling pubmed-90612492022-05-04 Continuous-flow synthesis of 3,5-disubstituted pyrazoles via sequential alkyne homocoupling and Cope-type hydroamination Ötvös, Sándor B. Georgiádes, Ádám Ozsvár, Dániel Fülöp, Ferenc RSC Adv Chemistry A flow chemistry-based approach is presented for the synthesis of 3,5-disubstituted pyrazoles via sequential copper-mediated alkyne homocoupling and Cope-type hydroamination of the intermediary 1,3-diynes in the presence of hydrazine as nucleophilic reaction partner. The proposed multistep methodology offers an easy and direct access to valuable pyrazoles from cheap and readily available starting materials and without the need for the isolation of any intermediates. The Royal Society of Chemistry 2019-03-13 /pmc/articles/PMC9061249/ /pubmed/35518676 http://dx.doi.org/10.1039/c9ra01590f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Ötvös, Sándor B.
Georgiádes, Ádám
Ozsvár, Dániel
Fülöp, Ferenc
Continuous-flow synthesis of 3,5-disubstituted pyrazoles via sequential alkyne homocoupling and Cope-type hydroamination
title Continuous-flow synthesis of 3,5-disubstituted pyrazoles via sequential alkyne homocoupling and Cope-type hydroamination
title_full Continuous-flow synthesis of 3,5-disubstituted pyrazoles via sequential alkyne homocoupling and Cope-type hydroamination
title_fullStr Continuous-flow synthesis of 3,5-disubstituted pyrazoles via sequential alkyne homocoupling and Cope-type hydroamination
title_full_unstemmed Continuous-flow synthesis of 3,5-disubstituted pyrazoles via sequential alkyne homocoupling and Cope-type hydroamination
title_short Continuous-flow synthesis of 3,5-disubstituted pyrazoles via sequential alkyne homocoupling and Cope-type hydroamination
title_sort continuous-flow synthesis of 3,5-disubstituted pyrazoles via sequential alkyne homocoupling and cope-type hydroamination
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9061249/
https://www.ncbi.nlm.nih.gov/pubmed/35518676
http://dx.doi.org/10.1039/c9ra01590f
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