Supported Palladium Nanoparticles that Catalyze Aminocarbonylation of Aryl Halides with Amines using Oxalic Acid as a Sustainable CO Source

Polystyrene‐supported palladium (Pd@PS) nanoparticles (NPs) have been used to catalyze the aminocarbonylation of aryl halides with amines using oxalic acid as a CO source for the first‐time for the synthesis of amides. Furthermore, o‐iodoacetophenones participated in amidation and cyclization reacti...

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Bibliographic Details
Published in:Chemistry : a European journal 2019-03, Vol.25 (16), p.4067-4071
Main Authors: Bal Reddy, C., Ram, Shankar, Kumar, Ajay, Bharti, Richa, Das, Pralay
Format: Article
Language:English
Subjects:
Acids
Amides
Amines
Aromatic compounds
Catalysis
Catalysts
Chemical reactions
Chemical synthesis
Chemistry
Cobalt
Halides
isoindolinones
Nanoparticles
Oxalic acid
Palladium
Polystyrene
Polystyrene resins
Regeneration
Stability
Substrates
Sustainability
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Summary:Polystyrene‐supported palladium (Pd@PS) nanoparticles (NPs) have been used to catalyze the aminocarbonylation of aryl halides with amines using oxalic acid as a CO source for the first‐time for the synthesis of amides. Furthermore, o‐iodoacetophenones participated in amidation and cyclization reactions to give isoindolinones in a single step following a concerted approach. Oxalic acid has been used as a safe, environmentally benign and operationally simple ex situ sustainable CO source under double‐layer‐vial (DLV) system for different aminocarbonylation reactions. Catalyst stability under a CO environment is a challenging task, however, Pd@PS was found to be recyclable and applicable for a vast substrate scope avoiding regeneration steps. Easy handling of oxalic acid, additive and base‐free CO generation, catalyst stability and effortless catalyst separation from the reaction mixture by filtration and introduce of DLV are the added advantages to make the overall process a sustainable approach. Polystyrene‐supported palladium (Pd@PS) nanoparticles (NPs) have been used to catalyze the aminocarbonylation of aryl halides with amines using oxalic acid as a CO source for the first‐time for the synthesis of amides. Furthermore, o‐iodoacetophenones participated in amidation and cyclization reactions to give isoindolinones in a single step following a concerted approach (see scheme).
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201900271