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A novel 4-aminoantipyrine-Pd(II) complex catalyzes Suzuki–Miyaura cross-coupling reactions of aryl halides

A simple and efficient catalytic system based on a Pd complex of 4-aminoantipyrine, 4-AAP–Pd(II), was found to be highly active for Suzuki–Miyaura cross-coupling of aryl iodides and bromides with phenylboronic acids under mild reaction conditions. Good to excellent product yields from the cross-coup...

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Detalles Bibliográficos
Autores principales: Contreras-Celedón, Claudia Araceli, Mendoza-Rayo, Darío, Rincón-Medina, José A, Chacón-García, Luis
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4273307/
https://www.ncbi.nlm.nih.gov/pubmed/25550748
http://dx.doi.org/10.3762/bjoc.10.299
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author Contreras-Celedón, Claudia Araceli
Mendoza-Rayo, Darío
Rincón-Medina, José A
Chacón-García, Luis
author_facet Contreras-Celedón, Claudia Araceli
Mendoza-Rayo, Darío
Rincón-Medina, José A
Chacón-García, Luis
author_sort Contreras-Celedón, Claudia Araceli
collection PubMed
description A simple and efficient catalytic system based on a Pd complex of 4-aminoantipyrine, 4-AAP–Pd(II), was found to be highly active for Suzuki–Miyaura cross-coupling of aryl iodides and bromides with phenylboronic acids under mild reaction conditions. Good to excellent product yields from the cross-coupling reaction can be achieved when the reaction is carried out in ethanol, in the open air, using low loading of 4-AAP–Pd(II) as a precatalyst, and in the presence of aqueous K(2)CO(3) as the base. A variety of functional groups are tolerated.
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spelling pubmed-42733072014-12-30 A novel 4-aminoantipyrine-Pd(II) complex catalyzes Suzuki–Miyaura cross-coupling reactions of aryl halides Contreras-Celedón, Claudia Araceli Mendoza-Rayo, Darío Rincón-Medina, José A Chacón-García, Luis Beilstein J Org Chem Letter A simple and efficient catalytic system based on a Pd complex of 4-aminoantipyrine, 4-AAP–Pd(II), was found to be highly active for Suzuki–Miyaura cross-coupling of aryl iodides and bromides with phenylboronic acids under mild reaction conditions. Good to excellent product yields from the cross-coupling reaction can be achieved when the reaction is carried out in ethanol, in the open air, using low loading of 4-AAP–Pd(II) as a precatalyst, and in the presence of aqueous K(2)CO(3) as the base. A variety of functional groups are tolerated. Beilstein-Institut 2014-12-01 /pmc/articles/PMC4273307/ /pubmed/25550748 http://dx.doi.org/10.3762/bjoc.10.299 Text en Copyright © 2014, Contreras-Celedón 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 Letter
Contreras-Celedón, Claudia Araceli
Mendoza-Rayo, Darío
Rincón-Medina, José A
Chacón-García, Luis
A novel 4-aminoantipyrine-Pd(II) complex catalyzes Suzuki–Miyaura cross-coupling reactions of aryl halides
title A novel 4-aminoantipyrine-Pd(II) complex catalyzes Suzuki–Miyaura cross-coupling reactions of aryl halides
title_full A novel 4-aminoantipyrine-Pd(II) complex catalyzes Suzuki–Miyaura cross-coupling reactions of aryl halides
title_fullStr A novel 4-aminoantipyrine-Pd(II) complex catalyzes Suzuki–Miyaura cross-coupling reactions of aryl halides
title_full_unstemmed A novel 4-aminoantipyrine-Pd(II) complex catalyzes Suzuki–Miyaura cross-coupling reactions of aryl halides
title_short A novel 4-aminoantipyrine-Pd(II) complex catalyzes Suzuki–Miyaura cross-coupling reactions of aryl halides
title_sort novel 4-aminoantipyrine-pd(ii) complex catalyzes suzuki–miyaura cross-coupling reactions of aryl halides
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4273307/
https://www.ncbi.nlm.nih.gov/pubmed/25550748
http://dx.doi.org/10.3762/bjoc.10.299
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