Issue 4, 2015

Palladium nanoparticles in glycerol: a clear-cut catalyst for one-pot multi-step processes applied in the synthesis of heterocyclic compounds

Abstract

Palladium nanoparticles immobilised in a glycerol phase have been successfully applied in multi-step syntheses of heterocycles by a one-pot/one catalytic precursor approach. Actually, two- and three-component carbonylative couplings followed by an intramolecular cyclisation led to N-substituted (na)phthalimides, isoindole-1-ones and tetrahydroisoquinolin-1,3-diones in high isolated yields. 2-Benzofurans and dihydrobenzofurans could be likewise obtained by Cu-free Sonogashira coupling/hetero-cyclisation tandem processes. Drawing on the dual homogeneous/heterogeneous catalytic behaviour of PdNPs, sequential coupling/cyclisation/hydrogenation transformations were efficiently carried out, without isolation of intermediates. The Pd-based catalytic glycerol phase was recycled up to ten times preserving its activity and selectivity.

Graphical abstract: Palladium nanoparticles in glycerol: a clear-cut catalyst for one-pot multi-step processes applied in the synthesis of heterocyclic compounds

Supplementary files

Article information

Article type
Research Article
Submitted
19 Dec 2014
Accepted
29 Jan 2015
First published
30 Jan 2015

Org. Chem. Front., 2015,2, 312-318

Author version available

Palladium nanoparticles in glycerol: a clear-cut catalyst for one-pot multi-step processes applied in the synthesis of heterocyclic compounds

F. Chahdoura, S. Mallet-Ladeira and M. Gómez, Org. Chem. Front., 2015, 2, 312 DOI: 10.1039/C4QO00338A

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