Chromene- and Quinoline-3-Carbaldehydes: Useful Intermediates in the Synthesis of Heterocyclic Scaffolds.
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 3H-chromeno[3-c]quinolines, (Z/E)-2-aryl-4-chloro-3-styryl-2H-chromenes, and (E)-2-aryl-4-chloro-3-styrylquinoline-1(2H)-carbaldehydes were established. Altogether, we demonstrate the value of chromene- and quinoline-3-carbaldehydes as building blocks.
['Rocha|Djenisa H A|DHA|0000-0002-3508-9135', 'Batista|Vasco F|VF|', 'Balsa|Emanuel J F|EJF|0000-0002-6474-0388', 'Pinto|Diana C G A|DCGA|0000-0003-4249-7089', 'Silva|Artur M S|AMS|0000-0003-2861-8286']
D011804:Quinolines
quinoline-3-carbaldehydes 3-styryl-2H-chromenes 3-styrylquinoline-1(2H)-carbaldehydes 3H-chromeno[3,4-c]quinolines Wittig reaction chromene-3-carbaldehydes