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.
An efficient catalyst-free synthesis of 3'-benzoyl-4',5'-diphenyl-2H-spiro[acenaphthylene-1,2'-pyrrolidin]-2-one derivatives via one-pot 1,3-dipolar cycloaddition of acenaphthenequinone, arylmethyl amines, and chalcones with high regioselectivity is described. The structure of the cycloadducts were characterized by IR, HRMS (ESI), 1 H-NMR, 13 C-NMR spectra and the structure of 4a was confirmed using X-ray single crystal structure analysis.Graphical Abstract:
Di‐DACH‐pyridylamide ligands, symmetrical bridged bis‐Schiff base, and spiro pyrrolizines as catalysts in the synthesis of dihydropyrimidinethiones (DHPMs) using the Biginelli reaction is first reported. This new protocol has the advantages of environmental friendliness, short reaction time, excellent yields, and simple post‐treatment procedure. A series of DHPMs were obtained in high yields (up to 98%) in only 6 h. Moreover, based on the optimized condition, a novel Biginelli‐like reaction was first developed.
A Green, Facile Approach for the Multicomponent Synthesis of Bioactive Spiro[indoline-3,7'-pyrrolo[1,2-c]imidazole] Derivatives. -A variety of the title spiro-compounds (IV) (17 examples) are synthesized via a NaHCO 3-catalyzed three-component reaction. Some of them, e.g. compound (IVf), show much higher activities in the screening for the cell division cycle 2 phosphatase B (CDC25B) than the standard drug Na3VO4. -(SHEN, T.; ZHOU, Y.; CHE, F.; YU, J.; LIN, Y.; SONG*, Q.; J. Chem. Res. 39 (2015) 2, 115-119, http://dx.doi.org/10.3184/174751915X14229612721445 ; State Key Lab. Breed.
Efficient Protocol for the Synthesis of Novel Spiro[acenaphthylene-1,2'-pyrrolidin]-2-one Compounds. -21 Title compounds are prepared by a catalyst-free 1,3-dipolar cycloaddition of azomethine ylides formed in situ from (I) and (III) with chalcones (II). The X-ray structure of (IVa) is given. -(LIN, Y.; FU, Z.; SHEN, T.; CHE, F.; SONG*, Q.; Synth. Commun. 45 (2015) 19, 2188-2194, http://dx.
Novel and Efficient Synthesis of DHPMs Catalyzed by Di-DACH-Pyridylamide Ligands. -(SONG, Q.; AN, X.; CHE, F.; SHEN*, T.; J. Heterocycl. Chem. 52 (2015) 5, 1496-1502, http://dx.
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