- Visible light-promoted synthesis of pyrrolidinone derivatives via Rose Bengal as a photoredox catalyst and their photophysical studies
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Herein, we report an intramolecular radical cyclization reaction towards the synthesis of pyrrolidinone derivatives via metal-free photoredox catalysis under irradiation from blue LEDs. Some of the remarkable features of this protocol include synthetic ef
- Dutta, Arup,Rohman, Mostofa A.,Nongrum, Ridaphun,Thongni, Aiborlang,Mitra, Sivaprasad,Nongkhlaw, Rishanlang
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supporting information
p. 8136 - 8148
(2021/05/21)
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- Green one-pot multicomponent synthesis of pyrrolidinones using planetary ball milling process under solvent-free conditions
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This paper presents a novel and efficient protocol for the synthesis of pyrrolidinones using catalytic loading of 1,1'-butylenebis(3-sulfo-3H-imidazol-1-ium) hydrogen sulfate as a recyclable Br?nsted acid ionic liquid through ball milling process at room temperature under solvent-free conditions. The developed method provides good to excellent yields of various pyrrolidinones in environmentally friendly conditions. Furthermore, this efficient protocol displays a combination of the synthetic advantage of one-pot multicomponent reaction with ecological benefits and convenience of a mechanochemical procedure.
- Khaligh, Nader Ghaffari,Mihankhah, Taraneh,Johan, Mohd Rafie
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supporting information
p. 1334 - 1342
(2019/04/30)
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- An Efficient Synthesis of Pyrrolidinone Derivatives in the Presence of 1,1′-Butylenebis(3-sulfo-3 H -imidazol-1-ium) Chloride
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The catalytic efficiency of 1,1′-butylenebis(3-sulfo-3H-imidazol-1-ium) chloride as a sulfonic acid-functionalized ionic liquid was demonstrated for the synthesis of pyrrolidinone derivatives under mild conditions. The electronic effect of substituents on aniline derivatives was investigated. Further, a study on the structure-activity relationship of ionic liquids containing sulfonic groups for the synthesis of ethyl-2-(4-chlorophenyl)-4-hydroxy-5-oxo-1-(p-tolyl)-2,5-dihydro-1H-pyrrole-3-carboxylate was performed under optimal conditions. The results showed that the catalytic properties of ionic liquids containing two sulfonic or imidazole moieties with carbon spacers was superior to ionic liquids having one sulfonic or imidazole moiety with no carbon spacer.
- Khaligh, Nader Ghaffari,Chong, Kim Foong,Mihankhah, Taraneh,Titinchi, Salam,Johan, Mohd Rafie,Ching, Juan Joon
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p. 566 - 572
(2018/09/11)
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- One-pot synthesis of polysubstituted pyrrolidinones using novel magnetic nanoparticles as an efficient and reusable catalyst
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7-Aminonaphthalene-1,3-disulfonic acid-functionalized magnetic Fe3O4 nanoparticles efficiently catalyse the one-pot multi-component synthesis of substituted 3-pyrrolin-2-ones without using any other harmful organic reagents. High cat
- Ghorbani-Vaghei, Ramin,Sarmast, Narges,Mahmoodi, Jafar
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- Efficient Synthesis of 3-Pyrrolin-2-one Derivatives in Aqueous Media
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An efficient one-pot, three-component synthesis of 3-pyrrolin-2-ones in aqueous media at room temperature is reported. This reaction provides a green and catalyst-free method for generation of 3-pyrrolin-2-one derivatives in good yields.
- Moshtaghi Zonouz, Adeleh,Eskandari, Issa,Notash, Behrooz
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supporting information
p. 2115 - 2121
(2015/09/01)
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- Admicellar catalysis in multicomponent synthesis of polysubstituted pyrrolidinones
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A multicomponent green methodology was developed to synthesize 3-hydroxy-2-pyrrolidinones under admicellar catalysis by TiO2 nano-particles at room temperature (30 C). TiO2 nano-particles in aqueous CTAB solution promote the formation of admicelles and the reaction occurs in admicellar environment. The methodology was successfully applied to synthesize a variety of 3-hydroxy-2-pyrrolidinones and 3′-hydroxyspiro- 2′-pyrrolidinone derivatives.
- Sarkar, Rajib,Mukhopadhyay, Chhanda
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supporting information
p. 3706 - 3711
(2013/07/05)
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- Molecular diversity of three-component reactions of aromatic aldehydes, arylamines, and acetylenedicarboxylates
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The three-component reactions of aromatic aldehydes, arylamines, and acetylenedicarboxylates show very interesting molecular diversity. In an aqueous ethanol solution the three-component reaction gave polysubstituted 2-hydroxyhydropyridines. In absolute ethanol 1,4-dihydropyridines were produced in satisfactory yields. Finally, under acid catalysis, this three-component reaction afforded polysubstituted 2-pyrrolidinones. The reaction mechanism for the formation of the three products is briefly explained. Polysubstituted 2-hydroxyhydropyridines, 1,4-dihydropyridines, and 2-pyrrolidinones were selectively obtained from the multicomponent reactions of aromatic aldehydes, arylamines, and acetylenedicarboxylates.
- Sun, Jing,Wu, Qun,Xia, Er-Yan,Yan, Chao-Guo
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experimental part
p. 2981 - 2986
(2011/06/28)
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- The Reactions of Aromatic Schiff Bases with Dimethyl Acetylenedicarboxylate. II. Reaction in the Presence of Water
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The reaction of benzylideneaniline with dimethyl acetylenedicarboxylate in the presence of water has been re-examined.The structure previously proposed for the product was found to be incorrect.The product is shown to be methyl 4-hydroxy-5-oxo-1,2-diphenyl-3-pyrroline-3-carboxylate (3).Similar products were obtained from benzylideneanisidine and anisylideneaniline.
- Taylor, Walter C.,Vadasz, Andrew
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p. 1227 - 1230
(2007/10/02)
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