| Spiro[indoline-pyrano[2,3-c]-pyrazole] derivatives |
Four-component system: malononitrile, hydrazine hydrate, β-keto ester, and carbonyl compound or isatin |
Meglumine |
Water/EtOH |
Room temperature stirring |
25–40 min |
85–95% |
Guo et al.76
|
| Pyrano[2,3-c]-pyrazole and spiro[indoline-pyrano[2,3-c]-pyrazole] derivatives |
Four-component system: hydrazine hydrate, malononitrile, ethyl acetoacetate, and various carbonyl compounds |
Bovine serum albumin (BSA) |
Water/EtOH |
Reflux, heating (45 °C) |
45 min |
73–96% |
Xingtian et al.77
|
| Pyrano-[2,3-c]-pyrazoles |
Four-component system: aldehydes, malononitrile, ethyl acetoacetate, and hydrazine hydrate |
Lemon peel powder |
Ethanol |
Room temperature reflux |
2–5 h |
58–92% |
Ghodke et al.78
|
| Dihydropyrano[2,3-c]pyrazoles |
Four-component system: aldehydes, malononitrile, ethyl acetoacetate, and hydrazine hydrate |
Nano-eggshell/Ti(iv) |
Solvent free |
Room temperature stirring |
8–25 min |
62–96% |
Dehghani et al.79
|
| Dihydropyrano[2,3-c]pyrazoles |
Four-component system: aldehydes, malononitrile, ethyl acetoacetate, and hydrazine hydrate |
Aspergillus niger lipase (ANL) |
Ethanol |
Vigorous stirring, heating (30 °C) |
60 min |
70–98% |
Bora et al.80
|
| Pyrano[2,3-c]-pyrazoles and pyrazolyl4H-chromene derivatives |
Four-component system: aldehydes/salicaldehydes, malononitrile, ethyl acetoacetate, and hydrazine hydrate |
Bael fruit ash (BFA) |
Water |
Room temperature stirring |
30 min |
86–94% |
Shinde et al.81
|