Green approach: Nanocrystalline titania-based sulfonic acid catalyst for the synthesis of piperazinyl-quinolinyl pyran derivatives

Arul Murugesan, Robert M Gengan*, Anand Krishnan

Department of Chemistry, Faculty of Applied Sciences, Durban University of Technology, Durban 4001, South Africa 

Adv. Mater. Lett., 2017, 8 (2), pp 128-135

DOI: 10.5185/amlett.2017.7040

Publication Date (Web): Dec 27, 2016

E-mail: genganrm@dut.ac.za

Abstract


A nanocrystalline titania-based sulfonic acid material was prepared, characterized and used as an effective, efficient and re-usable catalyst for the synthesis of 2-amino-4-(2-(4-methylpiperazin-1-yl) quinolin-3-yl)-6-phenyl-4H-pyran-3-carbonitriles and 2-amino-4-(2-(4-methylpiperazin-1-yl)quinolin-3-yl)-6-(pyridin-4-yl)-4H-pyran-3-carbonitrile derivatives under solvent-free conditions.  This simple three component one-pot synthesis results in high yield products in 2 hours via conventional heating protocols.  The catalyst was characterized by XRD, TEM, SEM, BET and Raman spectroscopy. The catalyst was recycled 5 times and recorded a decrease of 10 % in catalytic activity making it cost effective for large scale production.

Keywords

Sulfonic-acid catalyst, solvent-free, MCR, knoevenagel condensation.

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