Summary: | Chromenes and quinolines are recognized as important scaffolds in medicinal chemistry. Herein, the efficient use of chromene- and quinoline-3-carbaldehydes to synthesize other valuable heterocycles is described. These carbaldehydes are obtained in excellent yields through the Vilsmeyer-Haack reaction of flavanones and azaflavanones. Protocols towards the synthesis of new heterocycles, such as 3<i>H</i>-chromeno[3–<i>c</i>]quinolines, (<i>Z</i>/<i>E</i>)-2-aryl-4-chloro-3-styryl-2<i>H</i>-chromenes, and (<i>E</i>)-2-aryl-4-chloro-3-styrylquinoline-1(2<i>H</i>)-carbaldehydes were established. Altogether, we demonstrate the value of chromene- and quinoline-3-carbaldehydes as building blocks.
|