Regioselective synthesis of fused pyrazolo[1,5-a]pyrimidines by reaction of 5-amino-1H-pyrazoles and β-dicarbonyl compounds containing five-membered rings (original) (raw)

Solvent-Free Synthesis of Fused Pyrazolo[1,5-a]pyrimidines by Reaction of 5-Amino-1H-pyrazoles and β -Triketones

The Open Organic Chemistry Journal, 2008

The solvent-free reaction between 5-amino-1H-pyrazoles and-triketones (2-acetyldimedone and 2acetylindandione) leads to the formation of new fused pyrazolo[1,5-a]pyrimidines in good yields. A possible mechanistic route is postulated on the basis of the isolation of the cyclization intermediate. The structures and regiospecificity of the reaction were determined on the basis of nmr measurements and X-ray diffraction.

The synthesis of new pyrazolo[1,5-a]pyrimidine derivatives

Arkivoc, 2015

A simple high-yielding procedure for the synthesis of novel pyrazolo[1,5-a]pyrimidine analogues is reported via the condensation of 1,3-diketones or keto ester with substituted 5aminopyrazoles in presence of H 2 SO 4 using AcOH as solvent.