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One-Pot Tandem Catalysis: A Concise Route to Fused Bicyclic Scaffolds from Acyclic β-Ketoesters and Alkynyl Aldehydes

Authors

  • Dr. Lu Liu,

    1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062 (P.R. China), Fax: (+86) 21-6223-5039
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  • Lai Wei,

    1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062 (P.R. China), Fax: (+86) 21-6223-5039
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  • Dr. Yong Lu,

    1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062 (P.R. China), Fax: (+86) 21-6223-5039
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  • Prof. Dr. Junliang Zhang

    1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062 (P.R. China), Fax: (+86) 21-6223-5039
    2. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032 (P.R. China)
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Abstract

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“Quick-step” synthesis: A rapid and highly efficient route to fused polycyclic scaffolds from simple, readily available β-ketoesters and alkynyl aldehydes was developed (see scheme) as a one-pot reaction by combining three fundamental reactions, that is, the Knoevenagel condensation, Nazarov cyclization, and Conia-ene reactions. Piperidinium acetate was found to be a tandem catalyst in these one-pot reactions.

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