13203-89-9Relevant articles and documents
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.
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.
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.).
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.
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.
Synthesis of 1-(3H)isobenzofuranone compounds by tin powder promoted cascade condensation reaction
Wang, Shangxian,Wang, Ke-Hu,Chang, Bo,Huang, Danfeng,Hu, Yulai
, (2021/03/31)
An efficient approach for the construction of phthalide compounds is developed through tin powder mediated cascade condensation reaction of 2-formylbenzoic acids with allyl bromides or α-bromoketone under mild reaction conditions. This method is easy to operate and can tolerate various functional groups to give the corresponding phthalides in good to excellent yields. The phthalides produced from α-bromoketone can be further transformed to 3,3a-dihydro-8H-pyrazolo[5, l-a]isoindol-8-one and 8H-pyrazolo[5, l-a]isoindol-8-one.
Synthesis of new tetracyclic benzodiazepine-fused isoindolinones using recyclable mesoporous silica nanoparticles
Yuan, Shuo,Yue, Ya-Le,Zhang, Dan-Qing,Zhang, Jing-Ya,Yu, Bin,Liu, Hong-Min
supporting information, p. 11461 - 11464 (2020/10/12)
Pseudo natural products (NPs) feature structural novelty and diversity and thus are a new source of lead compounds for drug discovery. We first report the mesoporous silica nanoparticles (MSNs)-catalyzed de novo combination of benzodiazepine and isoindolinone, giving tetracyclic benzodiazepine-fused isoindolinone pseudo natural products (21 examples, 55-91% yields). The work also demonstrates that MSNs are efficient acidic catalysts for multi-component reactions.