A Green Synthesis of Fused Polycyclic 5H-Chromeno[3,2-c]quinoline-6,8(7H,9H)-dione Derivatives Catalyzed by TsOH in Ionic Liquids |
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| Authors: | Jia-Cheng Shen Rong-Zhang Jin Kai Yuan Mei-Mei Zhang |
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| Affiliation: | School of Chemistry and Chemical Engineering, Jiangsu Key Laboratory of Green Synthesis for Functional Materials, Jiangsu Normal University, Xuzhou Jiangsu, P. R. China |
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| Abstract: | A three-component reaction of benzaldehyde, 5,5-dimethyl-3-(arylamino)cyclohex-2-enone and 4-hydroxyquinolin-2(1H)-one gave a series of 3-((4,4-dimethyl-6-oxo-2-(arylamino) cyclohex-1-en-1-yl)(aryl)methyl)-4-hydroxyquinolin-2(1H)-one derivatives in ionic liquids at 80°C under catalyst-free conditions. In the presence of TsOH at 140°C, the same reaction provided an efficient method for the synthesis of 7-aryl-10,10-dimethyl-10,11-dihydro-5H-chromeno[3,2-c] quinoline-6,8(7H,9H)-dione derivatives in high yields while aromatic amine losing unexpectedly. |
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| Keywords: | 4-hydroxyquinolin-2(1H)-one chromenoquinoline ionic liquids TsOH |
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