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Issue 25, 2013
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Efficient and facile synthesis of heterocycles and their mechanistic consideration using kaolin

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Abstract

A kaolin catalyzed solvent-free synthesis for new heterocyclic compounds is described. A series of heterocyclic compounds can be readily obtained using the three-component reaction of diketones, aldehydes and 2-amino benzothiazole, urea or thiourea. The mechanism of the three component kaolin catalyzed Biginelli (using urea and thiourea) and Biginelli like (using 2-amino benzothiazole) reaction has been investigated. This is the first time that we have isolated and characterized the key intermediates using 1H NMR, 13C NMR and ESI-mass spectral characterization. Imine 3 and Knoevenagel type intermediate 4 were strongly suggested as key intermediates by mechanistic study. The reaction is simple, clean and good yield is obtained within minutes.

Graphical abstract: Efficient and facile synthesis of heterocycles and their mechanistic consideration using kaolin

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Publication details

The article was received on 01 Mar 2013, accepted on 08 Apr 2013 and first published on 10 Apr 2013


Article type: Paper
DOI: 10.1039/C3RA40993G
Citation: RSC Adv., 2013,3, 9854-9864
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    Efficient and facile synthesis of heterocycles and their mechanistic consideration using kaolin

    P. K. Sahu, P. K. Sahu and D. D. Agarwal, RSC Adv., 2013, 3, 9854
    DOI: 10.1039/C3RA40993G

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