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Synthesis of 1-substituted 5-aryl-3-(3-coumarinyl)-2-pyrazolines by the reaction of 3-aryl-1-(3-coumarinyl)propen-1-ones with hydrazines

“…Some of these compounds can be used as useful intermediates for the synthesis of valuable heterocyclic ring systems. Among others, the 3-cinnamoyl coumarins synthesized by the reaction of 3-acetyl coumarins with aromatic aldehydes [6][7][8][9][10][11][12] proved to be especially important. 3-Cinnamoyl coumarins have been used for the synthesis of pyridines [6], isoxazolines [12], 1,5-benzodiazepines [13] and 1,5-benzothiazepines [14,15] and other nitrogen-containing heterocyclic compounds.…”

“…The tlc was performed on Kieselgel 60 F 254 (Merck) layer using toluene:ethyl acetate (4:1 v/v) or hexane:acetone (7:3 v/v) as eluents. Starting materials 1-10 were synthesized according to known procedures [6][7][8][9][10][11][12].…”

Synthesis of 5-aryl-1-carboxyphenyl-3-(3-coumarinyl)-2-pyrazolines

“…Some coumarin derivatives can be utilized beneficially for the synthesis of valuable heterocyclic ring systems. 3-Cinnamoylcoumarins obtained by the reaction of 3-acetylcoumarins with aromatic aldehydes [5][6][7][8][9][10][11] proved to be especially important compounds for this purpose. Pyridines, 5 isoxazolines, 11 1,5-benzodiazepines, 12 1,5-benzothiazepines, field, 17,24-31 herein we report on the synthesis of 5-aryl-1-carboxyphenyl-3-(3-coumarinyl)-2-pyrazolines.…”