- Association of electroanalytical and spectrophotometric methods to evaluate the antioxidant activity of isobenzofuranone in primary cultures of hippocampal neurons
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The isobenzofuran-1(3H)-ones (phthalides) exhibit various biological activities, including antioxidant activity on reactive oxygen species (ROS). An excess of ROS that cannot be naturally contained by cellular enzymatic systems is called redox imbalance,
- Coelho Nogueira, Katiane de Oliveira Pinto,Manhabosco, Taise Matte,Oliveira, Laser Ant?nio Machado,Pereira, Wagner Luiz,Ribeiro, Iara Mariana Lellis,Teixeira, Róbson Ricardo,de Brito, Ana Carolina Ferreira,dos Reis Teixeira, Aniely
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- Nuclear Magnetic Resonance (NMR), Infrared (IR) and Mass Spectrometry (MS) study of keto-enol tautomerism of isobenzofuran-1(3H)-one derivatives
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The keto-enol tautomerism of 3-(2-hydroxy-4,4-dimethyl-6-oxo-cyclohexen-1-yl)isobenzofuran-1(3H-one (1), 3-(2-hydroxy-6-oxocyclohex-1-enyl)isobenzofuran-1(3H)-one (2), 3-(2-hydroxy-4-methyl-6-oxocyclohex-1-enyl)isobenzofuran-1(3H)-one (3), 3-(2-hydroxy-5-
- Pires, Diego Arantes Teixeira,Pereira, Wagner Luiz,Teixeira, Róbson Ricardo,Figueroa-Villar, José Daniel,Nascimento, Claudia Jorge Do
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p. 146 - 152
(2016/03/01)
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- One-pot synthesis of isobenzofuran-1(3H)-ones using sulfuric acid immobilized on silica under solvent-free conditions and survey of third-order nonlinear optical properties
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Solvent-free synthesis of isobenzofuran-1(3H)-ones have been described via reaction of phthalaldehydic acid (2-carboxybenzaldehyde) with methylaryl or cyclic ketones using sulfuric acid immobilized on silica (H2SO4-SiO2) in excellent yields (70-88%). The catalyst can be recovered by simple filtration and reused. Also, some of these compounds has been studied the third-order nonlinear optical properties by laser Gaussian z-scan techniques.
- Maleki, Behrooz,Koushki, Ehsan,Baghayeri, Mehdi,Ashrafi, Samaneh Sedigh
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p. 2827 - 2831
(2015/06/02)
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- Synthesis and antiproliferative activity of C-3 functionalized isobenzofuran-1(3H)-ones
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A series of thirteen C-3 functionalized isobenzofuran-1(3H)-ones (phtalides) was synthesized via condensation, aromatization, and acetylation reactions. NMR (one and two dimensional experiments), IR, and mass spectrometry analysis allowed confirmation of
- Teixeira, Robson Ricardo,Bressan, Gustavo Costa,Pereira, Wagner Luiz,Joana Gasperazzo Ferreira,De Oliveira, Fabricio Marques,Thomaz, Deborah Campos
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p. 1881 - 1896
(2013/04/23)
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- Synthetic analogues of the natural compound cryphonectric acid interfere with photosynthetic machinery through two different mechanisms
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A series of isobenzofuran-1(3H)-ones (phthalides), analogues of the naturally occurring phytotoxin cryphonectric acid, were designed, synthesized, and fully characterized by NMR, IR, and MS analyses. Their synthesis was achieved via condensation, aromatiz
- Teixeira, Róbson Ricardo,Pereira, Wagner Luiz,Tomaz, Deborah Campos,De Oliveira, Fabrício Marques,Giberti, Samuele,Forlani, Giuseppe
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p. 5540 - 5549
(2013/07/27)
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- Active methylene compounds in a very effective approach to 3-substituted isobenzofuranones through tandem aldol/lactonization reactions
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In this article we describe a new accessible methodology for the synthesis of isobenzofuran-1(3H)-ones. In this process we exploited an effective, economic, useful and environmentally benign K2CO3 catalyzed, solvent-free one-pot tandem aldol-lactonization reaction between active methylene compounds and methyl 2-carboxy benzaldehyde. A particularly simple work-up and purification procedure are additional advantages addressed to a general green chemistry approach to this important class of heterocyclic compounds.
- Di Mola, Antonia,Croce, Gianluca,More, Vijaykumar,De Caprariis, Paolo,Filosa, Rosanna,Massa, Antonio
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experimental part
p. 6146 - 6151
(2012/09/07)
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- ZrOCl2·8H2O catalyzed solvent-free synthesis of isobenzofuran-1(3H)-ones
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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%).
- Sangshetti, Jaiprakash N.,Ansari, Siddique Akber M.K.,Shinde, Devanand B.
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experimental part
p. 163 - 166
(2012/01/02)
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- Synthesis of isobenzofuran-1(3h)-ones with the aid of silica-supported preyssler nanoparticles
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Silica-supported Preyssler nanoparticles appear to be a new and efficient solid acid catalyst for an economical, and environmentally benign one-pot synthesis of 3-substituted phthalides.
- Heravi, Majid M.,Rasmi, Vahideh,Bamoharram, Fatemeh F.,Sadjadi, Sodeh,Fotouhi, Lida,Sadjadi, Samahe,Bakavoli, Mehdi
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experimental part
p. 4109 - 4116
(2009/12/09)
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- Microwave-assisted solid acid-catalyzed one-pot synthesis of isobenzofuran-1(3H)-ones
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A new, solid acid-catalyzed microwave-assisted environmentally benign synthesis of isobenzofuran-1(3H)-ones is described. Montmorillonite K-10 appeared to be an excellent catalyst for the condensation and successive lactonization reactions. Reaction of phthalaldehydic acid (2-carboxybenzaldehyde) with methylaryl and cyclic ketones was initiated by microwave irradiation and occurred in one step. The reactions were complete in 10-30 minutes providing excellent yields (90-98%).
- Landge, Shainaz M.,Berryman, Martin,T?r?k, Béla
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p. 4505 - 4508
(2008/09/21)
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- Regiospecific synthesis of 3-(2,6-dihydroxyphenyl)phthalides: application to the synthesis of isopestacin and cryphonectric acid
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DBU catalyzed condensation of phthalaldehydic acids and 1,3-diketones has been developed to be a general method for the synthesis of 3-substituted phthalides. This method, in combination with mercuric acetate mediated oxidative aromatization has been util
- Mal, Dipakranjan,Pahari, Pallab,De, Saroj Ranjan
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p. 11781 - 11792
(2008/03/13)
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- Regiospecific synthesis of isopestacin, a naturally occurring isobenzofuranone antioxidant
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A DBU promoted aldol cyclocondensation of hydroxyisobenzofuranone 15 with cyclohexane-1,3-dione, followed by aromatization has resulted in the first short synthesis of isopestacin (1).
- Pahari, Pallab,Senapati, Bidyut,Mal, Dipakranjan
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p. 5109 - 5112
(2007/10/03)
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