Literature DB >> 20184297

Microwave-assisted carbonylation and cyclocarbonylation of aryl iodides under ligand free heterogeneous catalysis.

Jessica Salvadori1, Evita Balducci, Silvia Zaza, Elena Petricci, Maurizio Taddei.   

Abstract

Carbonylation reaction is a very effective transformation for the synthesis of esters, amides, and heterocyclic compounds. Heterogeneous catalyzed carbonylation reactions can be carried out using the association of Pd/C and microwave dielectric heating. Alkoxy carbonylation can be performed with stoichiometric amounts of different primary and secondary alcohols in DMF in the presence of DBU as the base. Analogously, iodobenzene, CO, and amines can be transformed into the corresponding amides in good yields after a simple filtration to remove the catalyst. Pd/C was also successfully employed in microwave-assisted cyclocarbonylation of o-iodoaniline with acyl chlorides to give benzoxazinones. Pd/C can be recycled two times without a considerable difference in the reaction yields.

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Year:  2010        PMID: 20184297     DOI: 10.1021/jo9021315

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

Review 1.  Heterogeneous Phase Microwave-Assisted Reactions under CO₂ or CO Pressure.

Authors:  Emanuela Calcio Gaudino; Laura Rinaldi; Laura Rotolo; Diego Carnaroglio; Camillo Pirola; Giancarlo Cravotto
Journal:  Molecules       Date:  2016-02-24       Impact factor: 4.411

2.  Metal-free and solvent-free synthesis of m-terphenyls through tandem cyclocondensation of aryl methyl ketones with triethyl orthoformate.

Authors:  Xiaoqin Xiao; Juan Luo; Zongjie Gan; Wengao Jiang; Qiang Tang
Journal:  RSC Adv       Date:  2020-03-25       Impact factor: 3.361

3.  Palladium nanoparticles on a pyridinium supported ionic liquid phase: a recyclable and low-leaching palladium catalyst for aminocarbonylation reactions.

Authors:  Bernadett Adamcsik; Enikő Nagy; Béla Urbán; Péter Szabó; Péter Pekker; Rita Skoda-Földes
Journal:  RSC Adv       Date:  2020-06-23       Impact factor: 4.036

4.  An Intramolecular Hydroaminomethylation-Based Approach to Pyrrolizidine Alkaloids under Microwave-Assisted Heating.

Authors:  Elena Petricci; Simone Zurzolo; Camilla Matassini; Samuele Maramai; Francesca Cardona; Andrea Goti; Maurizio Taddei
Journal:  Molecules       Date:  2022-07-25       Impact factor: 4.927

5.  Avoiding hot-spots in Microwave-assisted Pd/C catalysed reactions by using the biomass derived solvent γ-Valerolactone.

Authors:  Elena Petricci; Caterina Risi; Francesco Ferlin; Daniela Lanari; Luigi Vaccaro
Journal:  Sci Rep       Date:  2018-07-12       Impact factor: 4.379

  5 in total

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