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Yb(OTf)3: an efficient catalyst for the synthesis of 3-arylbenzo [f]quinoline-1,2-dicarboxylate derivatives via imino-Diels-Alder reaction
Authors:Xiang-Shan Wang  Jie Zhou  Chang-Sheng Yao
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
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.
Keywords:Benzo[f]quinoline-1  2-dicarboxylate  Yb(OTf)3  Imino-Diels-Alder reaction  But-2-ynedioate  Synthesis
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