Regioselective synthesis of fused benzopyrazolo[3,4-b]quinolines under solvent-free conditions |
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| Authors: | Jairo Quiroga Jaime Portilla Rodrigo Abonía Manuel Nogueras |
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| Institution: | a Heterocyclic Compounds Research Group, Department of Chemistry, Universidad del Valle, A.A. 25360 Cali, Colombia
b Department of Inorganic and Organic Chemistry, Universidad de Jaén, 23071 Jaén, Spain |
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| Abstract: | New 6,8-dihydro-5H-benzof]pyrazolo3,4-b]quinolines 6 have been obtained in a novel solvent-free three-component reaction involving β-tetralone along with 5-aminopyrazoles 1 and benzaldehydes 2. The isomeric 6,10-dihydro-5H-benzoh]pyrazolo3,4-b]quinolines 9 could not be prepared in a similar fashion directly from α-tetralone, but were obtained by the reaction of amines 1 with benzylidene-derivative 10 of α-tetralone in similar conditions. The yields of quinolines obtained via this novel protocol were good and the reaction times varied from few minutes to just few seconds. |
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| Keywords: | 5-Aminopyrazole α-Tetralone β-Tetralone Benzaldehyde Benzopyrazolo[3 4-b]quinoline Three-component reaction Solvent-free procedure |
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