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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2014
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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. |
format | Online Article Text |
id | pubmed-4273307 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
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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