Efficient novel synthesis of pyrano[3,2-a]- and pyrazolo[4,3-a]-acridines |
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Authors: | Rajendran Satheeshkumar Werner Kaminsky |
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Institution: | 1. Department of Chemistry, Bharathiar University, Coimbatore, Tamil Nadu, India;2. Department of Chemistry, University of Washington, Seattle, WA, USA |
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Abstract: | The synthesis of pyrano3,2-a]acridines is presented, where 7-chloro-9-phenyl-2,3-dihydroacridin-4(1H)-one reacts with arylaldehydes and malononitrile in the presence of piperidine in ethanol, giving with high yield via a multicomponent method. Also a new synthesis of pyrazolo4,3-a]acridines is reported, where 7-chloro-9-aryl-2,3-dihydroacridin-4(1H)-one on Claisen condensation with ethylformate followed by hydrazine hydrate treatment through the intermediate 7-chloro-4-hydroxy-9-aryl-1,2-dihydroacridin-3-carbaldehyde. The structures of newly synthesized compounds were deduced by spectroscopic techniques, elemental analysis, and single-crystal x-ray diffraction. |
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Keywords: | 7-Chloro-9-aryl-2 3-dihydroacridin-4(1H)-one 7-chloro-4-hydroxy-9-aryl-1 2-dihydroacridin-3-carbaldehyde multicomponent reaction pyrano[3 2-a]acridines pyrazolo[4 3-a] acridines |
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