13203-89-9Relevant academic research and scientific papers
1-Methyl-3-(propyl-3-sulfonic acid)imidazolium triflate supported on magnetic nanoparticles: An efficient and reusable catalyst for synthesis of mono- and bis-isobenzofuran-1(3H)-ones under solvent-free conditions
Rastegari, Forouz,Mohammadpoor-Baltork, Iraj,Khosropour, Ahmad R.,Tangestaninejad, Shahram,Mirkhani, Valiollah,Moghadam, Majid
, p. 15274 - 15282 (2015)
1-Methyl-3-(propyl-3-sulfonic acid)imidazolium triflate supported on magnetic nanoparticles ([HSO3PMIM]OTf-SiO2@MNPs) was prepared by immobilization of [HSO3PMIM]OTf onto the surface of silica-coated Fe3O4 nanoparticles and characterized by X-ray diffraction (XRD), transmission electron microscopy (TEM), vibrating sample magnetometry (VSM), and FT-IR techniques. Efficient synthesis of mono- and bis-isobenzofuran-1(3H)-ones was performed in the presence of this catalyst under thermal conditions and MW irradiation. The catalyst could be easily separated by an external magnet and reused six times under thermal conditions and MW irradiation without significant loss of its activity.
ZrOCl2·8H2O catalyzed solvent-free synthesis of isobenzofuran-1(3H)-ones
Sangshetti, Jaiprakash N.,Ansari, Siddique Akber M.K.,Shinde, Devanand B.
, p. 163 - 166 (2011)
ZrOCl2·8H2O catalyzed environmentally benign synthesis of isobenzofuran-1(3H)-ones are described. ZrOCl2· 8H2O appeared to be an excellent catalyst for the condensation and reactions. Reaction of phthalaldehydic acid (2-carboxybenzaldehyde) with methylaryl and cyclic ketones was initiated by condensation and occurred in one step providing excellent yields (90-98%).
Efficient PhB(OH)2-catalyzed one-pot synthesis of 3-substituted isoindolin-1-ones and isobenzofuran-1(3H)-ones under solvent free conditions
Palillero-Cisneros, Angel,Bedolla-Medrano, Mercedes,Ordó?ez, Mario
, p. 4174 - 4181 (2018)
An efficient and practical one-pot synthesis of 3-substituted isoindolin-1-ones and isobenzofuran-1(3H)-ones has been developed under solvent free-conditions using non-toxic and cheap phenylboronic acid as excellent catalyst. This strategy involves the sequential two-step Mannich/lactamization cascade reaction of inexpensive 2-formylbenzoic acid with primary amines and a wide variety of ketones, and an aldol/lactonization cascade reaction of 2-formylbenzoic acid with a broad range of ketones.
Self-promoted aldol reaction between aldehyde having lewis base moiety and trimethylsilyl enolate
Nakagawa, Takashi,Fujisawa, Hidehiko,Mukaiyama, Teruaki
, p. 92 - 93 (2004)
Self-promoted aldol reaction between aldehydes having Lewis base moieties and trimethylsilyl enolates proceeded smoothly to afford the corresponding aldols in good to high yields. It is noted that various functionalized aldols can be directly obtained wit
Quaternary Ammonium Salt-Promoted Multi-Component Reaction in Water: Access to 3-Alkyl-2, 3-Dihydro-1H-Isoindolin-1-One Derivatives
Han, Fu-Zhong,Su, Bo-Bo,Jia, Li-Na,Wang, Peng-Wei,Hu, Xiang-Ping
, p. 146 - 152 (2017)
A concise synthesis of alkyl-2,3-dihydro-1H-isoindolin-1-one derivatives from 2-formyl benzoic acid, β-keto acid, and ammonia or primary amine was developed via a quaternary ammonium salt-promoted multi-component sequence of decarboxylative alkylation/lactamization reaction in water, in which the target products were obtained in good to excellent yields. (Figure presented.).
Sustainable synthesis of 3-substituted phthalides via a catalytic one-pot cascade strategy from 2-formylbenzoic acid with β-keto acids in glycerol
Jia, Lina,Han, Fuzhong
, p. 1425 - 1429 (2017)
Background: Phthalides are privileged constituents of numerous pharmaceuticals, natural products and agrochemicals and exhibit several biological and therapeutic activities. Therefore, the development of new, facile, and sustainable strategies for the construction of these moieties is highly desired. Results: A broad substrate scope for β-keto acids was found to be strongly compatible with this catalytic process, affording a wide variety of 3-substituted phthalides in good to excellent yields. Conclusion: A concise and efficient synthesis strategy of 3-substituted phthalides from 2-formylbenzoic acid and β-keto acids via a catalytic one-pot cascade reaction in glycerol has been accomplished.
Palladium-catalyzed synthesis of 3-alkylphthalides via carbonylative cyclization of o-bromobenzaldehyde with 1,3-dicarbonyl compounds
Lee,Cho,Jiang,Wu,Shim,Oh
, p. 3449 - 3455 (1997)
o-Bromobenzaldehyde reacts with 1,3-dicarbonyl compounds under carbon monoxide in the presence of a catalytic amount of PdCl2(PPh3)2 to give the corresponding 3-alkylphthalides in moderate to good yields.
One-pot synthesis of 3-phenacylphthalides
Paradkar, Madhusudan V.,Gadre, Suhas Y.,Pujari, Twarita A.,Khandekar, Priti P.,Kumbhar, Virendra B.
, p. 471 - 474 (2005)
Acid catalyzed condensation of phthalaldehydic acid (1) with aromatic methyl ketones (2) providing 3-phenacylphthalides (3) is described. Copyright Taylor & Francis, Inc.
Tandem nucleophilic addition/oxa-Michael reaction of ortho-formyl chalcones with dimethyl (diazomethyl)phosphonate for the synthesis of phosphine-containing 1,3-disubstituted phthalans
Wei, Ximeng,Chen, Guihua,Peng, Yungui
, (2020)
A novel base-promoted tandem reaction between ortho-formyl chalcones and dimethyl (diazomethyl)phosphonate has been discovered for the construction of a series of phosphine-containing 1,3-disubstituted phthalans with up to 99percent yields. This reaction was amenable to scale up to 1 mmol with 90percent yield. The alkyne, which was well-known as the product of Seyferth-Gilbert reagent with aldehyde, was not detected in this reaction.
One pot solvent free synthesis and in vitro antitubercular screening of 3-Aracylphthalides against Mycobacterium tuberculosis
Limaye, Rohan A.,Kumbhar, Virendra B.,Natu, Arun D.,Paradkar, Madhusudan V.,Honmore, Varsha S.,Chauhan, Rubia R.,Gample, Suwarna P.,Sarkar, Dhiman
, p. 711 - 714 (2013)
One pot synthesis of 3-Aracylphthalide was accomplished in good yield by reacting 2-carboxy benzaldehyde with various aromatic methyl ketones in presence of methane sulphonic acid. Various phthalides thus obtained were characterized with spectral techniques. These phthalides were subjected to in vitro antitubercular screening against Mycobacterium tuberculosis H37Ra (MTB) by using XRMA protocol. Among the phthalides screened, four exhibited half maximal inhibitory concentration (IC50) in the range of 0.81-1.24 μg/ml thereby providing potential lead compounds for future drug discovery studies.
