Synthesis of polycyclic quinolines using SiO2/H2SO4 via Friedlӓnder synthetic method

S. Rajendran, C. Salas, Thalía Delgado, J. Bertrand, I. Brito
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Abstract

Graphical Abstract Abstract An attention to the novel synthetic route for the polycyclic quinolines ( 3 & 5 ) from cyclic-diketones, with o-aminoarylketones ( 1 ) in the presence of SiO 2 /H 2 SO 4 yielded via Friedlӓnder synthetic method. The catalytic efficiency of the SiO 2 /H 2 SO 4 was discussed through their utilization in the synthesis of biologically active substituted polycyclic quinoline derivatives ( 3 & 5 ) and the mechanism has been proposed. The SiO 2 /H 2 SO 4 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.
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以SiO2/H2SO4为原料,Friedlӓnder合成多环喹啉
摘要研究了以环二酮为原料,在sio2 / h2so4的存在下,以邻氨基芳基酮(1)为原料,通过Friedlӓnder合成方法合成多环喹啉(3和5)。探讨了sio2 / h2so4在合成具有生物活性的取代多环喹啉衍生物(3和5)中的催化效率,并提出了催化机理。发现sio2 / h2so4是Friedlӓnder反应的有效催化剂,在温和的反应条件下,目标产物的分离收率相当高。合成的多环喹啉(3和5)通过FT-IR、NMR和单晶x射线衍射等多种分析技术进行了表征。
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