EventsThe 23rd International Electronic Conference on Synthetic Organic Chemistry
Published
This submission belongs to the session A. General Organic Synthesis of the event The 23rd International Electronic Conference on Synthetic Organic Chemistry
Published date
14 Nov, 2019
Citation
Satheeshkumar Rajendran, Cristian O Salas, Thalia Delgado, Jeanluc Bertrand, Iván Brito, Synthesis of polycyclic quinolines using SiO₂/H₂SO₄ via Friedlӓnder synthetic method, in Proceedings of The 23rd International Electronic Conference on Synthetic Organic Chemistry, 15 November–15 December 2019, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-23-06491
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Synthesis of polycyclic quinolines using SiO2/H2SO4 via Friedlӓnder synthetic method

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1. Departamento de Química Orgánica, Facultad de Química y de Farmacia, Pontificia Universidad Católica de Chile, 702843, Santiago de Chile, Chile., Chile
2. Departamento de Química Orgánica, Facultad de Química y de Farmacia, Pontificia Universidad Católica de Chile, 702843, Santiago de Chile, Chile.
3. Departamento de Química, Facultad de Ciencias Básicas, Universidad de Antofagasta, Av. Angamos 601, Antofagasta, Chile.
Abstract

An attention to the novel synthetic route for the polycyclic quinolines (3 & 5) from cyclic-diketones, cyclohexan-1,2-dione (2) / cyclohexan-1,3-dione (4) with o-aminoarylketones (1) in the presence of SiO2/H2SO4 yielded via Friedlӓnder synthetic method. The catalytic efficiency of the SiO2/H2SO4 was discussed through their utilization in the synthesis of biologically active substituted polycyclic quinoline derivatives (3 & 5) and the mechanism has been proposed. The SiO2/H2SO4 was found as a effective catalyst for the Friedlӓnder reaction and gave considerable isolated yield of the targeted products under the mild reaction condition. The synthesized polycyclic quinolines (3 & 5) were characterized through diverse analytical techniques like FT-IR, NMR spectroscopy and single crystal X-ray diffraction studies.

Keywords
Friedlӓnder synthetic method
polycyclic quinolines
SiO2/H2SO4
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