A Green, Facile Approach for the Multicomponent Synthesis of Bioactive Spiro[Indoline-3,7′-Pyrrolo[1,2-c]Imidazole] Derivatives

Abstract

An efficient synthesis of spiro [indoline-3,7′-pyrrolo[1,2-c]imidazole] is achieved through a three-component reaction of isatins, malononitrile, and hydantoin/2-thiohydantoin in water catalysed by NaHCO 3 . All the target compounds were screened for the Cell Division Cycle 25 Phosphatase B (CDC25B) inhibitory activities.

NiFe2O4 Nanoparticles: A Green and Reusable Heterogeneous Catalyst for the Synthesis of Spiro[indole-3,2′-Pyrrole]-2,5′(1H,1′H)-Diones

“…The products were isolated and characterised by physical and spectral data. 1 H NMR and 13 C NMR spectra were recorded on Bruker Avance-400 MHz spectrometers in the presence of tetramethylsilane as internal standard. The IR spectra were recorded on FTIR Magna 550 apparatus using with KBr plates.…”

“…5,6 The synthesis of spirooxindoles has been reported in the presence of diverse catalysts including DBU, 7 piperidine, 8 ZnS nanoparticle, 9 BF 3 •OEt 2 , 10 p-toluenesulfonic acid 11,12 and NaHCO 3 . 13 However, some of the reported methods tolerate disadvantages including long reaction times, harsh reaction conditions and use of toxic and non-reusable catalyst. Consequently, to avoid these limitations, the searching of an efficient, easily available catalyst with high catalytic activity for the preparation of spirooxindoles is still favoured.…”

MgCl2 catalyzed one-pot synthesis of 2-hydroxy-3-((5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)(phenyl)methyl)naphthalene-1,4-dione derivatives in EG

“…It is notable to mention here that after completion of the reaction, tautomerisation occurred in the pyrazolone rings of 5, which may exist in two tautomeric forms. Based on the X-ray crystal structure analyses in our previous work [18][19][20][21][22][23][24][25] and Tu's work 26 , it could be concluded that the desired products have two different structures: C=O form structure (Table 2, entries 5aa-5dc)…”

“…[11][12][13][14][15][16][17] It is promising that the integration of these two bioactive units into a single molecule may exhibit new or improved pharmacological properties.Considering the above points, and also in continuation of our interest on the synthesis of different kinds of heterocyclic compounds based on MCRs. [18][19][20][21][22][23][24][25] Herein we wish to report MgCl 2 as a low-toxic catalyst for one-pot synthesis of 2-hydroxy-3-((5-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)(phenyl)methyl)naphthalene-1,4-dione…”