1562075-90-4Relevant academic research and scientific papers
Synthesis of spiro[pyrazoloquinoline-oxindoles] and spiro[chromenopyrazolo-oxindoles] promoted by guanidine-functionalized magnetic Fe3O4 nanoparticles
Alemi Tameh, Fatemeh,Safaei-Ghomi, Javad
, p. 1633 - 1637 (2018)
Magnetic nanoparticles (MNPs) Fe3O4-immobilized guanidine (Fe3O4 MNPs-guanidine) have been used as an efficient catalyst for the preparation of spiro[pyrazoloquinoline-oxindoles] and spiro[chromenopyrazolo-oxindoles] by four-component reactions of phenylhydrazine or hydrazine hydrate, isatins, ketoesters and naphthylamine or 2-naphthol under reflux condition in ethanol. This method provides several advantages including mild reaction conditions, the applicability to a wide range of substrates, the reusability of the catalyst and low catalyst loading.
Synthesis of spiro-oxindoles catalyzed by nano-Co3S4
Shahbazi-Alavi, Hossein,Alemi-Tameh, Fatemeh,Safaei-Ghomi, Javad
, p. 2031 - 2036 (2018/09/06)
Abstract: A simple method for the synthesis of spiro[pyrazoloquinoline-oxindoles] and spiro[chromenopyrazolo-oxindoles] has been achieved through four-component reactions of phenylhydrazine or hydrazine hydrate, isatins, ketoesters, and naphthylamine or 2-naphthol using nano-Co3S4 under ultrasonic irradiations. The current method provides obvious positive points such as environmental friendliness, significantly shorter reaction time, markedly excellent yields, and simple workup procedure. Graphical abstract: [Figure not available: see fulltext.].
A four-component synthesis of novel spiro[pyrazoloquinoline-oxindoles] under solvent-free conditions
Hosseinjani-Pirdehi, Hamide,Rad-Moghadam, Kurosh,Youseftabar-Miri, Leila
supporting information, p. 1780 - 1785 (2014/03/21)
A domino reaction for the rapid and diverse synthesis of spiro[1H-pyrazolo[3,4-b]benzo[h]dihydroquinolin-4,3-indolin-2-ones] is reported. The synthesis represents a thermodynamically-favored four-component reaction between phenylhydrazine, isatins, naphthylamines, and 3-ketoesters giving the novel products in excellent yields under solvent-free conditions. Similar applications of anilines in place of naphthylamines have not led to formation of the expected 4-substituted pyrazolo[3,4-b]quinoline derivatives. The difference was ascribed to lower aromatic character of naphthylamines, with respect to anilines, which enables them to act easier as enamines in reaction with the postulated intermediates formed from condensation of isatins and the in situ generated pyrazolones. Surprisingly, 6-aminouracils in despite of their known enamine properties did not participate in reaction with isatins and pyrazolones, the merit of naphthylamines for this synthesis seems to be met by the favorable balance of their N- and C-nucleophilicity.
