119787-57-4Relevant academic research and scientific papers
H3PW12O40: An efficient catalyst for the synthesis of spirooxindoles under ultrasound irradiation
Samadizadeh, Marjaneh
, p. 6619 - 6621 (2013)
A simple and efficient one-pot three-component synthesis of the biologically important spirooxindoles scaffold was carried out by the reaction of isatin, malononitrile and 1,3-dicarbonyl compounds in presence of tungstophosphoric acid as a catalyst. This
Synthesis of Novel Spiro[chromene-4,3'-indolines] and Spiro(indoline-3,4'-pyrano[3,2-h]quinolines)
Harutyunyan, A. A.,Pogosyan, M. V.,Pogosyan, S. A.
, p. 213 - 217 (2020)
Abstract: The condensation of 1-alkylisatines with malononitrile and 8-hydroxyquinoline or 5,5-dimethyl-cyclohexane-1,3-dione in the presence of an aqueous solution of trimethylamine proceeds regioselectively as a one-pot three-component domino process to
Greener synthesis of spirooxindole in deep eutectic solvent
Azizi, Najmedin,Dezfooli, Sahar,Mahmoudi Hashemi, Mohammad
, p. 62 - 67 (2014)
A simple and efficient synthesis of spirooxindole derivatives by one-pot, three-component reaction of isatins, malononitrile and different nucleophiles under catalyst-free condition in deep eutectic solvent is reported. A series of biological importance, spirooxindole derivatives were synthesized via a multicomponent reaction of isatin, or acenaphthoquinone, and malononitrile or cyanoacetic ester with 1,3-dicarbonyl compounds, naphtol and 4-hydroxycumarin in biodegradable choline chloride based deep eutectic solvent in good yields (50-95%). This green procedure has the advantages of higher yields, shorter reaction times, environmental friendliness, and easy work-up.
Click approach to the novel 1,2,3-triazolium phosphotungstate organic–inorganic hybrids for the highly promoted synthesis of spirooxindoles
Taib, Layla A.,Keshavarz, Mosadegh,Parhami, Abolfath
, p. 795 - 815 (2021/12/08)
The synthesis and catalytic activity of three 1,2,3-triazole-based ionic organic–inorganic hybrids as novel water-soluble catalysts for the efficient preparation of spirooxindole derivatives are described. At first, three different 1,2,3-triazoles were prepared by click reaction. Then, these synthesized compounds were reacted with 1,4-butane sultone to generate novel solid 1,2,3-triazolium-N-butyl sulfonate zwitterions. In the next step, the newly synthesized organic zwitterions were treated with an aqueous solution of phosphotungstic acid to give three novel 1,2,3-triazolium-N-butyl sulfonic acid phosphotungstates as targeted organic–inorganic hybrid catalysts. The prepared catalysts were fully characterized using FTIR, 1H and 13C NMR, XRD, elemental analysis (CHNS), ESI–MS, DSC, and TG techniques. The introduced novel SO3H-functionalized ionic hybrid catalysts have a cationic organic triazolium with phosphotungstate anion and are water-soluble with appropriate thermal stability. Their catalytic activity was explored for the synthesis of spirooxindoles via the three‐component reaction of 1,3‐dicarbonyl compounds, barbituric acid, and isatin derivatives. The synthesis of desired spirooxindole products was performed in acceptable times with excellent yields in the presence of low loading amount of the prepared 1,2,3-triazolium-N-butyl sulfonic acid phosphotungstate catalysts (10?mmol%) in water. Some highlighted superiorities of the introduced organic–inorganic hybrids in comparison with most of the previously reported catalysts are as follows: clean and straightforward preparation, novelty of the catalysts, green conditions, ease of recovery, and reusability up to three repeated runs with no significant decrease in the catalytic stability. Graphical abstract: [Figure not available: see fulltext.]
Green synthesis of trimetallic oxide nanoparticles and their use as an efficient catalyst for the green synthesis of quinoline and spirooxindoles: Antibacterial, cytotoxicity and anti-colon cancer effects
Mahmoudi, Boshra,Soleimani, Faezeh,Keshtkar, Hamideh,Ali Nasseri, Mohammad,Kazemnejadi, Milad
, (2021/09/28)
The three-metallic oxide (Cu/Cr/Ni) nanoparticles were prepared using Echinops persicus plant extract via a simple, biocompatible, cost-effective, and non-toxic procedure, and their catalytic activity was evaluated over the synthesis of biologically activ
Highly efficient and green synthesis of spiro[indoline-3,9′-xanthene]trione and spiro[chromene-4,3′-indoline]-3-carbonitrile derivatives in water catalyzed by graphene oxide-supported dicationic ionic liquid
Patel, Nipun,Patel, Unnati,Dadhania, Abhishek
, p. 2189 - 2206 (2021/02/21)
In this article, a mild and highly efficacious synthetic route has been developed for the synthesis of spiro[indoline-3,9′-xanthene]trione and spiro[chromene-4,3′-indoline]-3-carbonitrile derivatives using graphene oxide-supported dicationic ionic liquid (DIL@GO) as a heterogeneous catalyst in aqueous media. Targeted spiro[indoline-3,9′-xanthene]trione derivatives were synthesized via one-pot condensation of substituted isatins and 1,3-diketone compounds (1,3-cyclohexanedione/dimedone), and spiro[chromene-4,3′-indoline]-3-carbonitrile derivatives were synthesized via one-pot reaction of substituted isatins, malononitrile, and enolizable C-H-activated compounds (2-hydroxynaphthalene-1,4-dione/dimedone). The DIL@GO catalyst demonstrated outstanding catalytic capabilities in all the tested reactions and yielded excellent isolated yields of the final products within a short reaction time. Additionally, the heterogeneous nature of the catalyst facilitates catalyst separation through centrifugation, and its reusability up to five successive reaction cycles with retention in activity makes this methodology more advantageous and environmentally benign. Graphic abstract: [Figure not available: see fulltext.]
Zinc(II)-poly(urea-formaldehyde) supported on magnetic nanoparticles: A hybrid nanocatalyst for green synthesis of spiropyrans, spiroxanthenes, and spiropyrimidines
Bodaghifard, Mohammad Ali,Mousavi, Zahra
, (2020/07/13)
Immobilization of metal ions onto inorganic supports has very interesting biological, industrial, and catalysis applications. In this study, CoFe2O4@SiO2@PUF@Zn(OAc)2 nanostructure was successfully fabricated by
Convenient synthesis of spirooxindoles using SnO2 nanoparticles as effective reusable catalyst at room temperature and study of their in vitro antimicrobial activity
Moradi, Leila,Ataei, Zeynab,Zahraei, Zohreh
, p. 1273 - 1281 (2019/04/27)
New highly efficient method for safe, green and facile synthesis of spirooxindole derivatives have been presented. SnO2 nanoparticles (SnO2 NPs) as effective catalyst were synthesized through chemical precipitation method and charact
Highly enantioselective Michael/cyclization tandem reaction between dimedone and isatylidene malononitriles
Hu, Jia-Long,Sha, Feng,Li, Qiong,Wu, Xin-Yan
, p. 7148 - 7155 (2018/11/10)
A highly enantioselective Michael/cyclization tandem reaction between dimedone and isatylidene malononitriles has been developed. With 5 mol% of bifunctional organocatalyst C15, chiral spiro[2-amino-4H-pyran-oxindole] derivatives were obtained in excellent yields (97–99%) with excellent enantioselectivities (up to > 99% ee).
Tris-hydroxymethylaminomethane (THAM): An efficient organocatalyst in diversity-oriented and environmentally benign synthesis of spirochromenes
Khot, Supriya S.,Anbhule, Prashant V.,Desai, Uday V.,Wadgaonkar, Prakash P.
, p. 814 - 821 (2018/06/20)
Tris-hydroxymethylaminomethane has been demonstrated to be an efficient organocatalyst in diversity-oriented synthesis of medicinally prevalent spirochromenes by one-pot, three-component reactions between isatins, malononitrile, and enolizable C–H acids l
