A series of 2-arylbenzo[d]imidazo[2,1-b] thiazoles tethered with barbituric acid has been prepared using I2 in DMSO medium under conventional or microwave heating conditions.
Herein, we report
a metal-free one-pot three-component reaction
of aryl methyl ketones, 2-aminopyridines, and barbituric acids for
the synthesis of pyrimidine-linked imidazopyridines using a catalytic
amount of molecular iodine in DMSO medium. This process involves a
one-pot C–H oxidation, followed by the formation of one C–C
and two C–N bonds. A wide variety of aryl methyl ketones and
2-aminopyridines were found to be suitable for this methodology. The
UV and fluorescence properties of the synthesized products were studied
in water and DMSO media. Most of the synthesized products exhibited
very good to excellent fluorescence quantum yield. Among all the products,
compounds
4p
and
4q
showed the maximum fluorescence
quantum yield (0.36) in water medium under basic conditions and compound
4c
showed the maximum fluorescence quantum yield (0.75) in
DMSO medium.
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