An efficient palladium-catalyzed asymmetric hydrogenation of fluorinated aromatic pyrazol-5-ols has been developed via capture of the active tautomers. A wide variety of 2,5-disubstituted and 2,4,5-trisubstituted pyrazolidinones have been synthesized with up to 96% and 95% ee, respectively. The hydrogenation pathway includes Brønsted acid promoted tautomerization of pyrazol-5-ols and Pd-catalyz...

Starting from commercially available educts, a straightforward synthetic route to new heterocyclic building blocks is exemplified with the one- or two-step synthesis of tri-, tetra-, or pentacyclic ring systems. Representatives of the following novel ring systems are prepared from 3-methyl-1-phenyl-2-pyrazolin-5-one and the corresponding o-halo-arenecarbonyl chloride using calcium hydroxide in ...

The one-pot, multi-component synthesis of 4,4′-(arylmethylene)bis(1H-pyrazol-5-ols) by tandem Knoevenagel-Michael reaction of phenylhydrazine, ethyl acetoacetate and aldehydes in the presence of silica-bonded N-propylpiperazine sulfamic acid (SBPPSA) as a recyclable solid acid catalyst was reported. SBPPSA showed much the same efficiency when used in consecutive reaction runs.

the one-pot, multi-component synthesis of 4,4′-(arylmethylene)bis(1h-pyrazol-5-ols) by tandem knoevenagel-michael reaction of phenylhydrazine, ethyl acetoacetate and aldehydes in the presence of silica-bonded n-propylpiperazine sulfamic acid (sbppsa) as a recyclable solid acid catalyst was reported. sbppsa showed much the same efficiency when used in consecutive reaction runs.

The one-pot, multi-component synthesis of 4,4′-(arylmethylene)bis(1H-pyrazol-5-ols) by tandem Knoevenagel-Michael reaction of phenylhydrazine, ethyl acetoacetate and aldehydes in the presence of silica-bonded N-propylpiperazine sulfamic acid (SBPPSA) as a recyclable solid acid catalyst was reported. SBPPSA showed much the same efficiency when used in consecutive reaction runs.

The compound 2-((1,3-dimethyl-1H-pyrazol-5-yl)(methyl)carbamoyl)benzene-diazonium hydrogen sulfate (10) was reacted with copper sulfate and sodium chloride, in the presence of ascorbic acid as reducing agent, to afford a mixture of the chlorinated epimers 4'-chloro-2,2',5'-trimethyl-2',4'-dihydrospiro[isoindoline-1,3'-pyrazol]-3-one (18) and (19), the epimers 4'-hydroxy-2,2',5'-trimethyl-2',4'-...

reaction between aromatic aldehydes and 3–methyl-1-phenyl-2-pyrazoline-5-one catalyzed by nano-sio2/hclo4 in water under reflux provided a simple and efficient route for the synthesis of 4-((5-hydroxy-3-methyl-1-phenyl-1h-pyrazol-4-yl)(aryl)methyl)-3-methyl-1-phenyl-1h-pyrazol-5-ol derivatives in high yields.