Journal
RSC ADVANCES
Volume 3, Issue 25, Pages 9854-9864Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c3ra40993g
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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 H-1 NMR, C-13 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.
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