Chromene- and Quinoline-3-Carbaldehydes: Useful Intermediates in the Synthesis of Heterocyclic Scaffolds
authors Rocha, DHA; Batista, VF; Balsa, EJF; Pinto, DCGA; Silva, AMS
nationality International
journal MOLECULES
author keywords chromene-3-carbaldehydes; 3-styryl-2H-chromenes; quinoline-3-carbaldehydes; 3H-chromeno[3; 4-c]quinolines; 3-styrylquinoline-1(2H)-carbaldehydes; Wittig reaction
keywords BIOLOGICAL EVALUATION; AGENTS; CHROMONE-3-CARBOXALDEHYDES; CYTOTOXICITY; INHIBITORS; QUINOLINE; DESIGN
abstract 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.
publisher MDPI
isbn 1420-3049
year published 2020
volume 25
issue 17
digital object identifier (doi) 10.3390/molecules25173791
web of science category Biochemistry & Molecular Biology; Chemistry, Multidisciplinary
subject category Biochemistry & Molecular Biology; Chemistry
unique article identifier WOS:000569658600001
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journal impact factor 3.267
5 year journal impact factor 3.589
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