1158819-85-2Relevant academic research and scientific papers
Fe3O4 magnetic nanoparticles in the layers of montmorillonite as a valuable heterogeneous nanocatalyst for the one-pot synthesis of indeno[1,2-b]indolone derivatives in aqueous media
Safari, Javad,Hosseini Nasab, Narges
, p. 1025 - 1038 (2019)
In the present work, iron oxide nanoparticles (Fe3O4-NPs) were prepared using a chemical coprecipitation method. At room temperature, Fe3O4-NPs are put in interlamellar space and external surfaces of montmorillonite (MMT) as a supported solid. The MMT@Fe3O4 was characterized by X-ray diffraction (XRD), scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDX), vibrating sample magnetometer (VSM), thermogravimetric analysis (TGA) and Fourier transform infrared spectrophotometry (FT-IR). Then, indeno[1,2-b]indolone derivatives were catalyzed by magnetic MMT@Fe3O4-NPs. MMT@Fe3O4-NPs were found to be a recoverable organocatalyst for the effective synthesis of the indeno[1,2-b]indolone derivatives via one-pot multicomponent cyclocondensation of ninhydrin, 1,3-diketo compound and amine derivatives in water. The significant advantages of this method are excellent yield, mild conditions, eco-friendly catalyst, low expense, and not using an environmentally harmful catalyst or solvent.
Lactic acid-catalyzed fusion of ninhydrin and enamines for the solvent-free synthesis of hexahydroindeno[1,2-b]indole-9,10-diones
Chen, Xuwen,Liu, Yunyun
, p. 161 - 163 (2016/07/06)
The lactic acid-catalyzed reactions of ninhydrin and secondary enaminones were conducted by solvent-free grinding at room temperature to yield polycyclic 4b,9b-dihydroxy-4b,5,6,7,8,9b-hexahydroindeno[1,2-b]indole-9,10-diones.
Synthesis of indeno and acenaphtho cores containing dihydroxy indolone, pyrrole, coumarin and uracil fused heterocyclic motifs under sustainable conditions exploring the catalytic role of the SnO2 quantum dot
Pradhan, Koyel,Paul, Sanjay,Das, Asish R.
, p. 12062 - 12070 (2015/02/19)
A tin oxide (SnO2) quantum dot (QD) catalyzed approach for the synthesis of indeno and acenaphtho cores containing dihydroxy indolone, pyrrole, coumarin and uracil fused derivatives was achieved via a multicomponent one-pot approach in aqueous medium. A variety of functional groups were compatible with the reaction conditions. This synthesis was established to follow the group-assistant-purification chemistry process, thus avoiding the use of traditional chromatography. An SnO2 QD was prepared using a simple solvothermal method and characterized using X-ray diffraction and transmission electron spectroscopy images. The easy recovery of the catalyst and high yield of the products make the protocol attractive, sustainable and economic. The catalyst was reused for seven cycles with almost unaltered catalytic activity. The low cost, ease of handling and the simplicity of this catalytic system make the method competitive with other strong mineral acid-catalysed multicomponent protocols.
Indeno[1,2-b]indole derivatives as a novel class of potent human protein kinase CK2 inhibitors
Hundsd?rfer, Claas,Hemmerling, Hans-J?rg,G?tz, Claudia,Totzke, Frank,Bednarski, Patrick,Le Borgne, Marc,Jose, Joachim
scheme or table, p. 2282 - 2289 (2012/05/07)
Herein we describe the synthesis and properties of indeno[1,2-b]indole derivatives as a novel class of potent inhibitors of the human protein kinase CK2. A set of 19 compounds was obtained using a convenient and straightforward synthesis protocol. The compounds were tested for inhibition of human protein kinase CK2, which was recombinantly expressed in Escherichia coli. New inhibitors with IC50 in the micro- and sub-micromolar range were identified. Compound 4b (5-isopropyl-7,8-dihydroindeno[1,2-b]indole-9,10(5H,6H)- dione) inhibited human CK2 with an IC50 of 0.11 μM and did not significantly inhibit 22 other human protein kinases, suggesting selectivity towards CK2. ATP-competitive inhibition by compound 4b was shown and a K i of 0.06 μM was determined. Our findings indicate that indeno[1,2-b]indoles are a promising starting point for further development and optimization of human protein kinase CK2 inhibitors.
Partially saturated indeno[1,2-b]indole derivatives via deoxygenation of heterocyclic α-hydroxy-N,O-hemiaminals
Hemmerling, Hans-Joerg,Reiss, Guido
experimental part, p. 985 - 999 (2009/12/01)
A series of 3-aminocyclohex-2-enones were reacted with indane-1,2,3-trione monohydrate (ninhydrin) yielding 4b,9b-dihydroxyindeno[ 1,2-b]indoles that were deoxygenated to indeno[1,2-b]indoles. Georg Thieme Verlag Stuttgart.
