Yb(OTf)3: an efficient catalyst for the synthesis of 3-arylbenzo [f]quinoline-1,2-dicarboxylate derivatives via imino-Diels-Alder reaction |
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Authors: | Xiang-Shan Wang Jie Zhou Chang-Sheng Yao |
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Institution: | a School of Chemistry and Chemical Engineering, Xuzhou Normal University, Xuzhou Jiangsu 221116, PR China b The Key Laboratory of Biotechnology for Medical Plant, Xuzhou, Jiangsu 221116, PR China |
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Abstract: | A mild and facile method for the synthesis of 3-arylbenzof]quinoline-1,2-dicarboxylate derivatives is reported by an imino-Diels-Alder reaction in high yields (76-92%). This procedure includes a novel three-component reaction of aromatic aldehyde, naphthalen-2-amine, and but-2-ynedioate catalyzed by Yb(OTf)3 in toluene. The results are obviously different from those of the simple substituted aniline-involved reactions catalyzed by ZnCl2 or KOH in the literature. |
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Keywords: | Benzo[f]quinoline-1 2-dicarboxylate Yb(OTf)3 Imino-Diels-Alder reaction But-2-ynedioate Synthesis |
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