Table 3.

Synthesis of target products 8, 8', 9, and 10 by using [(VO)TPP][(TCM)₄] (0.01 g is equal to 9.54 mmol) at 100 °C under solvent-free conditions.^a,b. ^aReaction conditions: Aldehyde (1 mmol), 3-amino-1,2,4-triazole (1 mmol; 0.084 g, 0.014 mL), malononitrile (1 mmol; 0.066 g) [for the synthesis of 8 and 8']; Aldehyde (1 mmol), 3-amino-1,2,4-triazole (1 mmol; 0.084 g, 0.014 mL), 4-hydroxycoumarin (1 mmol; 0.162 g) [for the synthesis of 9]; Aldehyde (1 mmol), cyclohexanone (1 mmol; 0.098 g, 0.104 mL), ammonium acetate (1 mmol; 0.077 g), 3-(1H-indol-3-yl)-3-oxopropanenitrile (1 mmol; 0.184 g) [for the synthesis of 10];^b Isolated yield.