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VCl3 catalyzed imine-based multicomponent reactions for the facile access of functionalized tetrahydropyridines and β-amino carbonyls

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Abstract

A simple, mild, and highly efficient method has been developed for the preparation of functionalized tetrahydropyridines and β-amino carbonyls from the multicomponent reactions involving in situ imines and vanadium (III) chloride as a Lewis acid. The multicomponent reaction of two equivalents of aromatic aldehyde, two equivalents of amine, and one equivalent β-keto ester in the presence of catalytic amount of VCl3 provides highly atom economic five-component tetrahydropyridines in very good yields. The same catalyst was found useful for the efficient synthesis of a wide variety of β-amino ketones using direct-type Mannich reaction of aromatic aldehyde, amine, and aromatic ketones. The notable advantages of this method are simple procedure, short reaction time and good yields, and applicable to broad range of substrates.

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VCl3catalyzed imine based-multicomponent reactions for the facile access of functionalized tetrahydropyridines and β-amino carbonyls

Suman Pal, Lokman H Choudhury and Tasneem Parvin

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Authors and Affiliations

  1. Department of Chemistry, Indian Institute of Technology Patna, Patliputra Colony, Patna, 800 013, India

    Suman Pal, Lokman Hakim Choudhury & Tasneem Parvin

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  1. Suman Pal
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  2. Lokman Hakim Choudhury
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  3. Tasneem Parvin
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Correspondence to Lokman Hakim Choudhury.

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Pal, S., Choudhury, L.H. & Parvin, T. VCl3 catalyzed imine-based multicomponent reactions for the facile access of functionalized tetrahydropyridines and β-amino carbonyls. Mol Divers 16, 129–143 (2012). https://doi.org/10.1007/s11030-011-9339-9

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