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Imino Diels-Alder Reactions: Efficient Synthesis of 2-Aryl-4-(2′-oxopyrrolidinyl-1′)-1,2,3,4-tetrahydroquinolines catalyzed by Antimony(III) Sulfate

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Summary.

Antimony(III) sulfate is found to catalyze the imino Diels-Alder reaction of Schiff’s bases with N-vinylpyrrolidin-2-one to afford 2-aryl-4-(2′-oxopyrrolidinyl-1′)-1,2,3,4-tetrahydroquinolines. One-pot synthesis of 1,2,3,4-tetrahydroquinolines from 3-nitro benzaldehyde and aromatic amines with N-vinylpyrrolidin-2-one catalyzed by antimony(III) sulfate is also reported. This catalyst is inexpensive, easily available, and it was also found that catalyst could be recovered quantitatively and reused without much loss of catalytic activity.

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Authors and Affiliations

  1. Department of Post Graduate Studies and Research in Chemistry, School of Chemical Sciences, Kuvempu University, Karnataka, India

    Aswathanarayana Srinivasa & Kittappa M. Mahadevan

  2. BioOrganics and Applied Materials Pvt. Ltd., Bangalore, India

    Vijaykumar Hulikal

Authors
  1. Aswathanarayana Srinivasa
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  2. Kittappa M. Mahadevan
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  3. Vijaykumar Hulikal
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Correspondence to Kittappa M. Mahadevan.

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Srinivasa, A., Mahadevan, K. & Hulikal, V. Imino Diels-Alder Reactions: Efficient Synthesis of 2-Aryl-4-(2′-oxopyrrolidinyl-1′)-1,2,3,4-tetrahydroquinolines catalyzed by Antimony(III) Sulfate. Monatsh Chem 139, 255–259 (2008). https://doi.org/10.1007/s00706-007-0777-0

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