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Palladium Functionalized Phosphinite Polyethyleneimine Grafted Magnetic Silica Nanoparticles As an Efficient Catalyst for the Synthesis of Isoquinolino[1,2-: B] Quinazolin-8-Ones Publisher



Bahadorikhalili S1 ; Mahdavi M2 ; Mamani L3 ; Shafiee A4 ; Mahdavi H1 ; Akbarzadeh T4
Authors

Source: New Journal of Chemistry Published:2018


Abstract

In this paper, a novel methodology is introduced for the synthesis of novel 5-methyl-8H-isoquinolino[1,2-b]quinazolin-8-one derivatives based on an efficient immobilized palladium catalyzed intramolecular carbon-carbon bond formation. The novel catalyst is fabricated by immobilization of Pd on phosphinite polyethyleneimine functionalized Fe3O4@SiO2 core-shell nanoparticles (denoted as Pd@OPPh2-PEI-mSiO2 NPs). In this catalyst, PEI moieties act as both a water dispersant and base in the reaction. In the key step, 3-allyl-2-(2-bromophenyl)-2,3-dihydroquinazolin-4(1H)-ones (3a-i) were synthesized via a cyclization reaction between N-allyl-2-aminobenzamides and 2-bromobenzaldehyde. The latter obtained materials then underwent an intramolecular carbon-carbon bond formation in the presence of the Pd@Ph2PO-PEI-mSiO2 catalyst to give 5-methyl-13,13a-dihydro-8H-isoquinolino[1,2-b]quinazolin-8-ones (4a-i). © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.
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