905774-95-0Relevant academic research and scientific papers
Facile one-pot three-component synthesis of diverse 2,3-disubstituted isoindolin-1-ones using ZrO2 nanoparticles as a reusable dual acid-base solid support under solvent-free conditions
Debnath, Kamalesh,Mukherjee, Sayan,Bodhak, Chandan,Pramanik, Animesh
, p. 21127 - 21138 (2016)
A facile one-pot three-component protocol for the synthesis of a series of multi-functionalized 2,3-disubstituted isoindolin-1-ones has been developed using ZrO2 nanoparticles as a dual acid-base solid support under solvent-free conditions. The surface of the ZrO2 nanoparticles, which is embedded with active hydroxyl groups, oxyanions and Zr4+ ions, efficiently catalyses the condensation of 2-carboxybenzaldehyde, aliphatic amines and a nucleophile (enamines/6-amino 1,3-dimethyluracil/1,3-cyclohexadiones/indole) to produce 2,3-disubstituted isoindolin-1-ones. Operational simplicity, reduced reaction time and temperature, elimination of solvent, high yields of products, wider substrate scope, utilization of ZrO2 nanoparticles as a solid support, and its nearly undiminished catalytic activity after repeated applications, are the key features of the present methodology.
PdII/AgI-Catalyzed Room-Temperature Reaction of γ-Hydroxy Lactams: Mechanism, Scope, and Antistaphylococcal Activity
Dutta, Manali,Mandal, Santi M.,Pegu, Rupa,Pratihar, Sanjay
, p. 2193 - 2198 (2017/03/01)
The present work reports a PdII/AgI-promoted amidoalkylation reaction involving various γ-hydroxy lactams and C/O/S nucleophiles at room temperature. The dual mode of activation of both the electrophile and nucleophile by in situ generated catalytically active cationic PdII species facilitates the reaction at room temperature. Among the synthesized isoindoline derivatives, three compounds are found to be active against vancomycin and methicillin-resistant S. aureus strain with appreciable MIC values.
Synthesis of 2-substituted-3-(1H-indol-3-yl)isoindolin-1-one derivatives in water under catalyst-free conditions
Chen, Fanglei,Lei, Min,Hu, Lihong
, p. 2472 - 2479 (2014/05/06)
A series of 3-(1H-indol-3-yl)isoindolin-1-one derivatives were synthesized by the three-component reaction of a phthalaldehydic acid, primary amine, and 1H-indole in water under catalyst-free conditions. The reaction presented here has several advantages, such as clean, one-pot, and easy handling. The environmentally-friendly features make this procedure a sustainable method for the synthesis of 3-(1H-indol-3-yl)isoindolin-1-ones. the Partner Organisations 2014.
Palladium(II)-catalyzed efficient C-3 functionalization of indoles with benzylic and allylic alcohols under Co-catalyst, acid, base, additive and external ligand-free conditions
Das, Debjit,Roy, Sujit
, p. 1308 - 1314 (2013/06/26)
The bis(acetonitrile)palladium(II) chloride complex, PdCl 2(MeCN)2, efficiently catalyzes the regioselective alkylation of indoles with various benzylic and allylic alcohols under moisture and air insensitive conditions. Notably the
Dual hard/soft gold catalysis: Intermolecular friedel-crafts-type α-amidoalkylation/alkyne hydroarylation sequences by N-acyliminium ion chemistry
Boiaryna, Liliana,El Mkaddem, Mohamed Kamal,Taillier, Catherine,Dalla, Vincent,Othman, Mohamed
supporting information, p. 14192 - 14200,9 (2020/09/16)
Gold catalysts have been applied in cascade-type reactions for the synthesis of different nitrogen-based compounds. The reactions likely proceed by a new gold-catalyzed cascade intermolecular α-amidoalkylation/ intramolecular carbocyclization cascade process by unifying both the σ- and π-Lewis acid properties of the gold salts. In the first part of this report we show that the σ-Lewis acidity of gold(I) and gold(III) could be exploited to efficiently catalyze the nucleophilic substitution of various alkoxy- and acetoxylactams. The reaction was found to be applicable to a wide range of cyclic N-acyliminium ion precursors and various nucleophiles, including allyltrimethylsilane, silyl enol ethers, arenes, and active methylene derivatives. As a logical progression of this study, a combined hard/soft binary catalytic gold system was then used to implement an unprecedented tandem intermolecular Friedel-Crafts amidoalkylation/intramolecular hydroarylation sequence allowing an expedient access to new, complex, fused polyheterocyclic structures from trivial materials. Copyright
