Table 1: ZnO nanoparticle catalyzed one-pot four-component synthesis of pyranopyrazoles in aqueous medium.

EntryAldehydeProductTime (min)Yield (%)M.P. (°C)

1C6H5840954.table.001a6094243–245 [20]
24-Cl–C6H4840954.table.001b6090233–235 [22]
34-NMe2–C6H4840954.table.001c7086234-235 [13]
44-SMe–C6H4840954.table.001d7088242–244
54-OH–C6H4840954.table.001e9082222–224 [22]
62-Cl–C6H4840954.table.001f8089244–246 [22]
74-Me–C6H4840954.table.001g7090206-207 [21]
84-Br–C6H4840954.table.001h6585179-180 [23]
94-NO2–C6H4840954.table.001i9087149–151 [23]
104-OMe–C6H4840954.table.001j7090211-212 [22]
113-OMe-4-OH–C6H3840954.table.001k8091234–236 [21]
123-NO2C6H4840954.table.001l9087214–216 [20]
132-Furyl840954.table.001m8086217–219 [20]

Reactions were tried on aldehyde (1 mmol), ethyl acetoacetate (1 mmol), malononitrile (1 mmol) in water (1 mL) using ZnO (5 mol%) nanoparticles.