Tehran University of Medical Sciences

Science Communicator Platform

Stay connected! Follow us on X network (Twitter):
Share this content! On (X network) By
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
Show Affiliations
Authors Affiliations
  1. 1. School of Chemistry, College of Science, University of Tehran, P. O. Box: 14155-6455, Tehran, Iran
  2. 2. Endocrinology Metabolism Research Center, Endocrinology Metabolism Clinical Sciences Institute, Tehran University of Medical Science, Tehran, Iran
  3. 3. Department of Nanotechnology, Agricultural Biotechnology Research Institute of Iran (ABRII), Agricultural Research, Education and Extension Organization (AREEO), Karaj, Iran
  4. 4. Department of Medicinal Chemistry, Faculty of Pharmacy, Tehran University of Medical Sciences, Tehran, Iran

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.