One-pot activation–alkynylation–cyclization synthesis of 1,5-diacyl-5-hydroxypyrazolines in a consecutive three-component fashion

A consecutive three-component activation–alkynylation–cyclization reaction of (hetero)aryl glyoxylic acids, oxalyl chloride, arylacetylenes, and hydrazides efficiently forms 1,5-diacyl-5-hydroxypyrazolines in moderate to good yields. The structures were unambiguously corroborated by comprehensive NM...

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Detalles Bibliográficos
Autores principales: Görgen, Christina, Boden, Katharina, Reiss, Guido J, Frank, Walter, Müller, Thomas J J
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2019
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6604727/
https://www.ncbi.nlm.nih.gov/pubmed/31293686
http://dx.doi.org/10.3762/bjoc.15.136
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author Görgen, Christina
Boden, Katharina
Reiss, Guido J
Frank, Walter
Müller, Thomas J J
author_facet Görgen, Christina
Boden, Katharina
Reiss, Guido J
Frank, Walter
Müller, Thomas J J
author_sort Görgen, Christina
collection PubMed
description A consecutive three-component activation–alkynylation–cyclization reaction of (hetero)aryl glyoxylic acids, oxalyl chloride, arylacetylenes, and hydrazides efficiently forms 1,5-diacyl-5-hydroxypyrazolines in moderate to good yields. The structures were unambiguously corroborated by comprehensive NMR spectroscopy and X-ray structure analyses of selected derivatives.
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spelling pubmed-66047272019-07-10 One-pot activation–alkynylation–cyclization synthesis of 1,5-diacyl-5-hydroxypyrazolines in a consecutive three-component fashion Görgen, Christina Boden, Katharina Reiss, Guido J Frank, Walter Müller, Thomas J J Beilstein J Org Chem Full Research Paper A consecutive three-component activation–alkynylation–cyclization reaction of (hetero)aryl glyoxylic acids, oxalyl chloride, arylacetylenes, and hydrazides efficiently forms 1,5-diacyl-5-hydroxypyrazolines in moderate to good yields. The structures were unambiguously corroborated by comprehensive NMR spectroscopy and X-ray structure analyses of selected derivatives. Beilstein-Institut 2019-06-19 /pmc/articles/PMC6604727/ /pubmed/31293686 http://dx.doi.org/10.3762/bjoc.15.136 Text en Copyright © 2019, Görgen et al. https://creativecommons.org/licenses/by/4.0https://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/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. 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
Görgen, Christina
Boden, Katharina
Reiss, Guido J
Frank, Walter
Müller, Thomas J J
One-pot activation–alkynylation–cyclization synthesis of 1,5-diacyl-5-hydroxypyrazolines in a consecutive three-component fashion
title One-pot activation–alkynylation–cyclization synthesis of 1,5-diacyl-5-hydroxypyrazolines in a consecutive three-component fashion
title_full One-pot activation–alkynylation–cyclization synthesis of 1,5-diacyl-5-hydroxypyrazolines in a consecutive three-component fashion
title_fullStr One-pot activation–alkynylation–cyclization synthesis of 1,5-diacyl-5-hydroxypyrazolines in a consecutive three-component fashion
title_full_unstemmed One-pot activation–alkynylation–cyclization synthesis of 1,5-diacyl-5-hydroxypyrazolines in a consecutive three-component fashion
title_short One-pot activation–alkynylation–cyclization synthesis of 1,5-diacyl-5-hydroxypyrazolines in a consecutive three-component fashion
title_sort one-pot activation–alkynylation–cyclization synthesis of 1,5-diacyl-5-hydroxypyrazolines in a consecutive three-component fashion
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6604727/
https://www.ncbi.nlm.nih.gov/pubmed/31293686
http://dx.doi.org/10.3762/bjoc.15.136
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