A straightforward
route to a large and diverse library of trisubstituted
imidazoles was established via a three-component reaction of 2-oxoaldehydes,
1,3-dicarbonyl compounds, and acyclic nitrogen bis-nucleophiles. The
obtained products were subsequently explored in a photochemical cyclization
yielding a variety of imidazole-fused polycyclic compounds.
A chemoselective strategy toward a variety of fused heterocyclic scaffolds relying on a three-component condensation of heterocyclic ketene aminals (HKAs) or corresponding thioaminals with aryl glyoxals and cyclic 1,3-dicarbonyl compounds has been developed and explored. Depending on the applied combination of substrates, the strategy can be tuned to provide straightforward access to imidazo[1,2-a]quinoline, pyrrolo[1,2-a]imidazole, and pyrrolo[2,1-b]thiazole frameworks.
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