Solvent-controlled chemo-selective synthesis of 2-amino-3-(3-(5-hydroxy-1H-pyrazol-4-yl)-2-oxoindolin-3-yl)naphthalene-1,4-diones and 1H-spiro[benzo[6,7]chromeno[2,3-c]pyrazole-4,3'-indoline]-2',5,10-triones

In this work, isatins, 2-amino-1,4-naphthoquinone, and 5-methyl-2-phenylpyrazolone reacted to create new derivatives of spiro and non-spiroindolin-2-ones (oxindoles) bearing 2-aminonaphthoquinone and pyrazolone substituents. The solvent regulated the pathway to the aforementioned chemicals. The later compounds were produced in an acetic acid solvent under reflux conditions, whereas the former compounds were made in an ethanol solvent. Nineteen novel oxindole derivatives were synthesized in high yields, and the structures were undoubtedly identified using their NMR data as well as X-ray analysis.