Direct Synthesis of 3‐Aryl Substituted Isocoumarins and Phthalides through Palladium Acetate Catalyzed C(sp ( 2 ))−H Activation in Ionic Liquids

A novel Pd‐catalysed oxidative coupling between benzoic acids and vinylarenes or acrylates to furnish isocoumarins and phthalides is reported. The reaction proceeds smoothly in molten tetrabutylammonium acetate via a selective C−H bond activation, with very low percentage of ligand‐free palladium ac...

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Detalles Bibliográficos
Autores principales: Aloia, Andrea, Casiello, Michele, D'Accolti, Lucia, Fusco, Caterina, Nacci, Angelo, Monopoli, Antonio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Research Articles
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9826210/
https://www.ncbi.nlm.nih.gov/pubmed/35997238
http://dx.doi.org/10.1002/chem.202202350
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author Aloia, Andrea
Casiello, Michele
D'Accolti, Lucia
Fusco, Caterina
Nacci, Angelo
Monopoli, Antonio
author_facet Aloia, Andrea
Casiello, Michele
D'Accolti, Lucia
Fusco, Caterina
Nacci, Angelo
Monopoli, Antonio
author_sort Aloia, Andrea
collection PubMed
description A novel Pd‐catalysed oxidative coupling between benzoic acids and vinylarenes or acrylates to furnish isocoumarins and phthalides is reported. The reaction proceeds smoothly in molten tetrabutylammonium acetate via a selective C−H bond activation, with very low percentage of ligand‐free palladium acetate as the catalyst, under atmospheric pressure of oxygen. Sub‐stoichiometric amount of copper acetate is also required as a reoxidant for the palladium.
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spelling pubmed-98262102023-01-09 Direct Synthesis of 3‐Aryl Substituted Isocoumarins and Phthalides through Palladium Acetate Catalyzed C(sp ( 2 ))−H Activation in Ionic Liquids Aloia, Andrea Casiello, Michele D'Accolti, Lucia Fusco, Caterina Nacci, Angelo Monopoli, Antonio Chemistry Research Articles A novel Pd‐catalysed oxidative coupling between benzoic acids and vinylarenes or acrylates to furnish isocoumarins and phthalides is reported. The reaction proceeds smoothly in molten tetrabutylammonium acetate via a selective C−H bond activation, with very low percentage of ligand‐free palladium acetate as the catalyst, under atmospheric pressure of oxygen. Sub‐stoichiometric amount of copper acetate is also required as a reoxidant for the palladium. John Wiley and Sons Inc. 2022-09-19 2022-11-21 /pmc/articles/PMC9826210/ /pubmed/35997238 http://dx.doi.org/10.1002/chem.202202350 Text en © 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Research Articles
Aloia, Andrea
Casiello, Michele
D'Accolti, Lucia
Fusco, Caterina
Nacci, Angelo
Monopoli, Antonio
Direct Synthesis of 3‐Aryl Substituted Isocoumarins and Phthalides through Palladium Acetate Catalyzed C(sp ( 2 ))−H Activation in Ionic Liquids
title Direct Synthesis of 3‐Aryl Substituted Isocoumarins and Phthalides through Palladium Acetate Catalyzed C(sp ( 2 ))−H Activation in Ionic Liquids
title_full Direct Synthesis of 3‐Aryl Substituted Isocoumarins and Phthalides through Palladium Acetate Catalyzed C(sp ( 2 ))−H Activation in Ionic Liquids
title_fullStr Direct Synthesis of 3‐Aryl Substituted Isocoumarins and Phthalides through Palladium Acetate Catalyzed C(sp ( 2 ))−H Activation in Ionic Liquids
title_full_unstemmed Direct Synthesis of 3‐Aryl Substituted Isocoumarins and Phthalides through Palladium Acetate Catalyzed C(sp ( 2 ))−H Activation in Ionic Liquids
title_short Direct Synthesis of 3‐Aryl Substituted Isocoumarins and Phthalides through Palladium Acetate Catalyzed C(sp ( 2 ))−H Activation in Ionic Liquids
title_sort direct synthesis of 3‐aryl substituted isocoumarins and phthalides through palladium acetate catalyzed c(sp ( 2 ))−h activation in ionic liquids
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9826210/
https://www.ncbi.nlm.nih.gov/pubmed/35997238
http://dx.doi.org/10.1002/chem.202202350
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