Clean and fast cross-coupling of aryl halides in one-pot

Unsymmetrically coupled biaryls are synthesized in high yield starting from different aryl bromides and bis(pinacolato)diboron by carrying out the Miyaura borylation reaction followed by the Suzuki–Miyaura reaction in the same reaction pot over 1–2 mol % SiliaCat DPP-Pd. The SiliaCat DPP-Pd catalyst...

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Autores principales: Pandarus, Valerica, Gingras, Geneviève, Béland, François, Ciriminna, Rosaria, Pagliaro, Mario
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2014
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4077365/
https://www.ncbi.nlm.nih.gov/pubmed/24991238
http://dx.doi.org/10.3762/bjoc.10.87
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author Pandarus, Valerica
Gingras, Geneviève
Béland, François
Ciriminna, Rosaria
Pagliaro, Mario
author_facet Pandarus, Valerica
Gingras, Geneviève
Béland, François
Ciriminna, Rosaria
Pagliaro, Mario
author_sort Pandarus, Valerica
collection PubMed
description Unsymmetrically coupled biaryls are synthesized in high yield starting from different aryl bromides and bis(pinacolato)diboron by carrying out the Miyaura borylation reaction followed by the Suzuki–Miyaura reaction in the same reaction pot over 1–2 mol % SiliaCat DPP-Pd. The SiliaCat DPP-Pd catalyst is air-stable and the method does not require the use of inert conditions. The use of non-toxic isopropanol or 2-butanol as reaction solvent further adds to the environmental benefits of this new green synthetic methodology.
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spelling pubmed-40773652014-07-02 Clean and fast cross-coupling of aryl halides in one-pot Pandarus, Valerica Gingras, Geneviève Béland, François Ciriminna, Rosaria Pagliaro, Mario Beilstein J Org Chem Letter Unsymmetrically coupled biaryls are synthesized in high yield starting from different aryl bromides and bis(pinacolato)diboron by carrying out the Miyaura borylation reaction followed by the Suzuki–Miyaura reaction in the same reaction pot over 1–2 mol % SiliaCat DPP-Pd. The SiliaCat DPP-Pd catalyst is air-stable and the method does not require the use of inert conditions. The use of non-toxic isopropanol or 2-butanol as reaction solvent further adds to the environmental benefits of this new green synthetic methodology. Beilstein-Institut 2014-04-22 /pmc/articles/PMC4077365/ /pubmed/24991238 http://dx.doi.org/10.3762/bjoc.10.87 Text en Copyright © 2014, Pandarus 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
Pandarus, Valerica
Gingras, Geneviève
Béland, François
Ciriminna, Rosaria
Pagliaro, Mario
Clean and fast cross-coupling of aryl halides in one-pot
title Clean and fast cross-coupling of aryl halides in one-pot
title_full Clean and fast cross-coupling of aryl halides in one-pot
title_fullStr Clean and fast cross-coupling of aryl halides in one-pot
title_full_unstemmed Clean and fast cross-coupling of aryl halides in one-pot
title_short Clean and fast cross-coupling of aryl halides in one-pot
title_sort clean and fast cross-coupling of aryl halides in one-pot
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4077365/
https://www.ncbi.nlm.nih.gov/pubmed/24991238
http://dx.doi.org/10.3762/bjoc.10.87
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