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. 2023 Oct 2;13(41):28798–28833. doi: 10.1039/d3ra05570a

A summary of microwave-assisted pyrano[2,3-c]pyrazole and spiropyrano[2,3-c] pyrazole synthesis.

Product Reactants Catalyst Solvent Method employed Reaction time Yield Ref.
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