Abstract
Chloro-2-aryl-2H-3-chromenecarbaldehydes 3a-g on reaction with malononitrile in ethanol in the presence of piperidine gave 5-aryl-2-piperidino-5H-chromeno(3,4-c)pyridine-1-carbonitriles 4a-g in good yields.
Highlights
Several chromanones, substituted chromenes and flavanones show a variety of biological activities, such as dopamine agonist[1], antihypertensive[2], ATP sensitive potassium channel opener[3], antitumor[4], gastroprotective[5], coronary vasodilator[6] and adrenergic receptor antagonist[7]
Several methods have been reported for the synthesis of substituted pyridones and piperidones.[8,9,10]
We developed a synthesis of ethyl 2-methyl-5-oxo-5H-[1]benzopyrano[3,4-c]pyridine-1-carboxylates and ethyl 2-methyl-5H-chromeno[3,4-c]pyridine-1-carboxylates in a modified Hantzsch reaction by the reaction of 4-chloro-3-formylcoumarins and 4-chloro-2H-3chromenecarbaldehydes with ethyl 3-aminocrotonate.[11,12,13]
Summary
Several chromanones, substituted chromenes and flavanones show a variety of biological activities, such as dopamine agonist[1], antihypertensive[2], ATP sensitive potassium channel opener[3], antitumor[4], gastroprotective[5], coronary vasodilator[6] and adrenergic receptor antagonist[7].
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