| Indol-3-yl substituted pyrano[2,3-c]pyrazoles |
(a) Three-component system: 2-phenyl-1H-indole-3-carbaldehydes, malononitrile, and 3-methyl-1H-pyrazole-5(4H)-one |
Piperidine |
Ethanol |
Conventional reflux |
2–2.5 h |
59–74% |
Kathrotiya et al.33
|
| (b) Four-component system: 2-phenyl-1H-indole-3-carbaldehydes, ethyl acetoacetate, malononitrile, and hydrazine hydrate |
NaOH |
Microwave |
5–6 min |
68–84% |
| Quinolylpyrano[2,3-c]pyrazoles and indolylpyrano[2,3-c]pyrazoles |
Three-component system: indole- or quinol carbaldehyde, pyrazolone, and enol ethers |
— |
Triethyl-ammonium acetate (TEAA) |
Microwave |
6–12 min |
82–92% |
J. Parmar et al.34
|
| Substituted pyrano[2,3-c]pyrazoles |
Four-component system: acetoacetic ester, hydrazine hydride, aldehydes, and malononitrile |
l-Tyrosine |
H2O–ethanol |
Microwave |
5–8 min |
86–94% |
D. Rupnar et al.36
|
| Pyrano[2,3-c]pyrazoles |
Four-component system: ethyl acetoacetate, hydrazine, malononitrile, and aldehydes |
Triethylamine |
Ethanol |
Conventional reflux |
1–4.5 h |
68–95% |
P. Shukla et al.35
|
| Microwave |
2–5 min |
57–88% |
| Pyrano[2,3-c]pyrazoles |
Four-component system: substituted aldehyde, 2,4-dinitrophenyl hydrazine, ethyl acetoacetate, and malononitrile |
SnCl2
|
Methanol |
Conventional reflux |
1.5–2 h |
50–80% |
S. Vasava et al.37
|
| Solvent-free |
Microwave |
10–20 min |
60–88% |
| 4H-Pyrano[2,3-c] pyrazoles |
Four-component system: ethyl acetoacetate, hydrazine hydrate, malononitrile, and aromatic aldehydes |
Potassium t-butoxide (base) |
Methanol |
Microwave |
2–5 min |
80–90% |
Yallappa et al.38
|