A convenient and effective one‐pot synthetic method for functionalized 1H‐thiopyrano[4,3‐c]quinoline scaffold via three‐component cyclization is described. This procedure contains the reaction between 2‐chloroquinoline‐3‐carbaldehyde and 2 equivalents of phenacyl thiocyanate in the presence of triethylamine in absolute ethanol at room temperature with good yield. This eco‐friendly method has advantages such as reduction of waste, short synthetic procedure, and little amount of required reagents.
This study reports an efficient synthesis of 3-(5,6-dihydropyrazinyliden)-1H-indol-2-ones via one-pot, two step procedure between triethylammonium thiolates, methyl iodide and ethyl-enediamine in DMF (dimethylformamide) under ultrasound irradiation. Short reaction time and a simple procedure are among the benefits of this reaction.
A series of pyranocoumarins and benzocoumarins were synthesized by base‐mediated reaction of 4‐chloro‐3‐vinyl coumarins with cyclic 1,3‐dikeones in ethanol at reflux. Reactions using dimedone and 1,3‐cyclohexadione gave pyranocoumarins, whereas 1,3‐indandione resulted in the formation of unexpected benzocoumarin derivatives. These transformations were carried out under relatively green and mild conditions, provided access to novel coumarin‐based heterocycles in synthetically useful yields.
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