Microwave Hantzsch Synthesis of Quinolinyl-Dihydropyridines Supported by Cs-BNT Catalyst and DFT Investigations

Abstract

A novel catalyst of cesium-loaded boron nitride (Cs-BNT) was synthesized by stirring the materials at room temperature and was subsequently characterized by the spectroscopic techniques SEM, SEM-EDX, SEM-Mapping, TEM, Brunauer–Emmett–Teller (BET), DSC-TGA, Fourier transform infrared spectroscopy (FT-IR), and Raman spectrum. Furthermore, the catalyst of CsBN layer theoretically analyzed. The microwave method by Cs-BNT was used to synthesize novel heterocyclic quinoline-bearing dihydropyridines 5a-l and subsequently characterized using FT-IR, ¹H NMR, ¹³C NMR, and mass spectrometry. An efficient, recyclable property of the catalyst was recognized, and it was observed that it could show more than five times efficiency in reusability without significant loss of its catalytic activity. The compound diethyl-6-amino-5-cyano-1-(4-fluorophenyl)-4-(2-methoxyquinolin-3-yl)-1,4-dihydropyridine-2,3-dicarboxylate hit compound revealed E_HOMO-E_LUMO as 4.00 eV indicating high stability of the molecule. The band structure, geometry, DOS, PDOS and Mulliken population based on DFT studies complemented the experimental results.