Category: 52010-22-7

Houbion, J. A. published the artcileThe synthesis of unambiguously substituted 3-hydroxyphthalides, Quality Control of 52010-22-7, the main research area is phthalide hydroxy; hydroxyphthalide; toluate bromination cyclization; formylphenyloxazoline hydrolysis cyclization; oxazolinylbenzaldehyde hydrolysis cyclization.

Hydroxyphthalides I (R = 4-, 6-, 7-Cl; 4-, 6-MeO) were obtained in 61-98% yield by photochem. bromination of II followed by hydrolysis. II (R = 4-MeO, 6-NO2) were obtained from R-2-MeC6H3CO2H by successive bromination and cyclization. I (R = 5-Cl, 5-MeO) were obtained in 63-71% yield by hydrolysis of III. III were obtained by ortho metalation-formylation of para substituted 2-aryloxazolines.

Organic Preparations and Procedures International published new progress about phthalide hydroxy; hydroxyphthalide; toluate bromination cyclization; formylphenyloxazoline hydrolysis cyclization; oxazolinylbenzaldehyde hydrolysis cyclization. 52010-22-7 belongs to class benzofurans, name is 4-Chlorophthalide, and the molecular formula is C8H5ClO2, Quality Control of 52010-22-7.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Kayser, Margaret M. published the artcileThe internal steric push-effect: its consequences on the reactivity of carbonyl functions in 3-substituted phthalic anhydrides, Recommanded Product: 4-Chlorophthalide, the main research area is NMR phthalic anhydride; regioselectivity nucleophilic addition; mol mechanic phthalic anhydride.

The 13C NMR for a number of 3-substituted phthalic anhydrides and corresponding lactones were measured. Substituent effects were discussed. MM2 calculations for several 3-substituted phthalic anhydrides predict that the substituent and the neighboring carbonyl group remain coplanar and within the plane of the aromatic ring. To alleviate the imposed crowding, there is an in-plane distortion of the bond angle of the substituent and the carbonyl function. The observed angle of distortion increases with increasing steric demand of the substituent, in agreement with repulsive van der Waals interaction between those two groups. Diminished reactivity of the ortho carbonyl groups vis-a-vis nucleophiles in 3-substituted phthalic anhydrides may be linked to the internal steric push-effect which causes the displacement of electrons in the CO bond from O to C.

Spectroscopy Letters published new progress about Bond angle. 52010-22-7 belongs to class benzofurans, name is 4-Chlorophthalide, and the molecular formula is C8H5ClO2, Recommanded Product: 4-Chlorophthalide.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Pan, Yu-Liang published the artcileEnantioselective Allylation of Oxocarbenium Ions Catalyzed by Bi(OAc)3/Chiral Phosphoric Acid, Quality Control of 52010-22-7, the main research area is alkenylborate hydroxyisobenzofuranone allylation bismuth chiral phosphoric acid; allylisobenzofuranone enantioselective preparation; bismuth chiral phosphoric acid enantioselective allylation catalyst.

Phthalides as the crucial core skeletons are found extensively in natural products and biol. active mols. Disclosed an asym. allylation of 3-hydroxyisobenzofuran-1(3H)-ones with boron allylation reagents to construct chiral phthalide derivatives The simple Bi(OAc)3/chiral phosphoric acid catalytic system proves to be efficient in this method, delivering the desired chiral 3-allylisobenzofuran-1(3H)-ones in good yields (up to 99%) and high enantioselectivities (up to 99.5:0.5 e.r.) under mild conditions. The large-scale reaction and diverse transformations of products to various scaffolds with potential biol. activities render it more attractive. Moreover, the mechanism was preliminarily explored by control reactions, mass spectrometry, deuterium experiment, and DFT calculations

ACS Catalysis published new progress about Allylation. 52010-22-7 belongs to class benzofurans, name is 4-Chlorophthalide, and the molecular formula is C8H5ClO2, Quality Control of 52010-22-7.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Geng, Pengxin published the artcileA g-C3N4-based heterogeneous photocatalyst for visible light mediated aerobic benzylic C-H oxygenations, Name: 4-Chlorophthalide, the main research area is graphitic carbon nitrid heterogeneous photocatalytic benzylic oxygenation; green chem.

A metal-free heterogeneous photocatalytic system has been developed for highly efficient benzylic C-H oxygenations using oxygen as an oxidant. This visible light mediated oxidation reaction utilizes graphitic carbon nitride (g-C3N4) as a recyclable, nontoxic and low cost photocatalyst. Mild reaction conditions allow for the generation of synthetically and biol. valued isochromannones, phthalides, isoquinolinones, isoindolinones and xanthones from readily accessible alkyl aromatic precursors in good yields. The heterogeneous nature of the g-C3N4 catalytic system enables easy recovery and recycling as well as the use in multiple runs without loss of activity. The synthetic utility of this “”green”” methodol. was further demonstrated by applying in bioactive and drug valued target syntheses.

Green Chemistry published new progress about C-H bond activation. 52010-22-7 belongs to class benzofurans, name is 4-Chlorophthalide, and the molecular formula is C8H5ClO2, Name: 4-Chlorophthalide.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Higson, Frank H. published the artcileDegradation of 2-methylbenzoic acid by Pseudomonas cepacia MB2, Application In Synthesis of 52010-22-7, the main research area is Pseudomonas methylbenzoate degradation.

This report describes the isolation of Pseudomonas cepacia MB2, believed to the 1st microorganism to utilize 2-methylbenzoic acid as the sole carbon source. Its growth range included all mono- and dimethylbenzoates (with the exception of 2,5- and 2,6-dimethylbenzoates) and 3-chloro-2-methylbenzoate (but not 4- or 5-chloro-2-methylbenzoate) but not chlorobenzoates lacking a Me group. 2-Chlorobenzoate, 3-chlorobenzoate, and 2,3-, 2,4-, and 3,4-dichlorobenzoates inhibited growth of MB2 on 2-methylbenzoate as a result of cometab. to the corresponding chlorinated catechols which blocked the key enzyme catechol 2,3-dioxygenase. A metapyrocatechase-neg. mutant, MB2-G5, showed accumulation of dimethylcatechols from 2,3- and 3,4-dimethylbenzoates, and phenols were detected in resting-cell transformation extracts bearing the same substitution pattern as the original substrate, presumably following thermal degradation of the intermediate dihydrodiol. 2-Methylphenol was also found in extracts of the mutant cells with 2-methylbenzoate. These observations suggested a major route of methylbenzoate metabolism to be dioxygenation to a carboxy-hydrodiol which then forms a catechol derivative In addition, the Me group of 2-methylbenzoate was oxidized to isobenzofuranone (by cells of MB2-G5) and to phthalate (by cells of a sep. mutant that could not utilize phthalate, MB2-D2). This pathway also generated a chlorinated isobenzofuranone from 3-chloro-2-methylbenzoate.

Applied and Environmental Microbiology published new progress about Burkholderia cepacia. 52010-22-7 belongs to class benzofurans, name is 4-Chlorophthalide, and the molecular formula is C8H5ClO2, Application In Synthesis of 52010-22-7.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Soucy, C. published the artcileThe regioselectivity of metal hydride reductions of 3-substituted phthalic anhydrides, Product Details of C8H5ClO2, the main research area is phthalide substituted; phthalic anhydride substituted hydride reduction; regiochem reduction substituted phthalic anhydride.

The reduction of 3-methoxyphthalide by metal hydrides was reinvestigated. Various effects controlling selectivity of reductions in 3-substituted phthalides were studied, and a qual. interpretation of the results was proposed. Methods for obtaining enhanced yields of one or the other lactonic product were developed.

Journal of Organic Chemistry published new progress about LUMO (molecular orbital). 52010-22-7 belongs to class benzofurans, name is 4-Chlorophthalide, and the molecular formula is C8H5ClO2, Product Details of C8H5ClO2.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Boykin, David W. published the artcileOxygen-17 nuclear magnetic resonance spectroscopic study of substituted phthalic anhydrides and phthalides, Category: benzofurans, the main research area is NMR oxygen phthalic anhydride phthalide.

17O chem. shift data (natural abundance) for 3-substituted phthalic anhydrides and 4- and 7-substituted phthalides in acetonitrile at 75° are reported. Steric interactions of substituents ortho to the carbonyl groups result in deshielding effects (9-22 ppm) relative to parent compounds regardless of the electronic character of the substituents. Factors contributing to the deshielding effects are discussed. The relationship between 17O chem. shifts and regiochem. of the phthalic anhydrides is discussed.

Canadian Journal of Chemistry published new progress about NMR (nuclear magnetic resonance). 52010-22-7 belongs to class benzofurans, name is 4-Chlorophthalide, and the molecular formula is C8H5ClO2, Category: benzofurans.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Liu, Bin published the artcileSynthesis of 1,2-phenylenedimethanols by base-promoted reduction of isobenzofuran-1(3H)-ones with silane, Computed Properties of 52010-22-7, the main research area is phenylenedimethanol preparation isobenzofuranone reduction base silane.

An efficient method for preparation of substituted 1,2-phenylenedimethanols and aliphatic 1,4-diols that are valuable intermediates in organic synthesis, was developed by the base-promoted reduction of isobenzofuran-1(3H)-ones and γ-lactones with silane under mild conditions. Compared with traditional procedures using stoichiometric amounts of metal hydrides and alkyl reductants, the present method avoids the use of sensitive reagents and is operationally simple and a broad variety of functional groups are tolerated.

Chinese Chemical Letters published new progress about Bases Role: RGT (Reagent), RACT (Reactant or Reagent). 52010-22-7 belongs to class benzofurans, name is 4-Chlorophthalide, and the molecular formula is C8H5ClO2, Computed Properties of 52010-22-7.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Pu, Fan published the artcilePalladium (II)-Catalyzed Decarboxylative Cross-Dehydrogenative Coupling: Direct Synthesis of meta-Substituted Biaryls from Aromatic Acids, Recommanded Product: 4-Chlorophthalide, the main research area is aromatic acid palladium catalyst regioselective tandem oxidative coupling decarboxylation; biaryl preparation.

A palladium-catalyzed tandem process of simple aromatic acids was achieved to afford meta-substituted biaryls in moderate to good yields. The reaction proceeded via carboxyl-directed intermol. cross-dehydrogenative coupling and subsequent decarboxylation. The new C-C bonds in this transformation were formed in the ortho position of carboxyl and the reaction tolerates electron-rich acids. Both sym. and unsym. meta-substituted biaryls were directly synthesized via this method.

Advanced Synthesis & Catalysis published new progress about Biaryls Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 52010-22-7 belongs to class benzofurans, name is 4-Chlorophthalide, and the molecular formula is C8H5ClO2, Recommanded Product: 4-Chlorophthalide.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem

Zhou, Muxing published the artcileChiral Bicyclic Imidazole-Catalyzed Acylative Dynamic Kinetic Resolution for the Synthesis of Chiral Phthalidyl Esters, Computed Properties of 52010-22-7, the main research area is acylative dynamic kinetic resolution hydroxyphthalide bicyclic imidazole catalyst; enantioselective acylation hydroxyphthalide dynamic kinetic resolution; phthalidyl ester prodrug preparation acylative dynamic kinetic resolution; bicyclic imidazole; dynamic kinetic resolution; enantioselective acylation; organocatalyst; phthalidyl ester prodrugs.

Utilizing a chiral bicyclic imidazole organocatalyst, I, and adopting a continuous injection process, an alternative route has been developed for the efficient synthesis of chiral phthalidyl ester prodrugs via dynamic kinetic resolution of 3-hydroxyphthalides through enantioselective acylation (up to 99% ee). The computational studies suggest a general base catalytic mechanism differing from the widely accepted nucleophilic catalytic mechanism. The structure anal. of the key transition states shows that the CH-π interaction, and not the previously considered cation/π-π interactions between the catalyst and substrate, is the dominant factor giving rise to the observed stereocontrol.

Angewandte Chemie, International Edition published new progress about Acylation catalysts (stereoselective, kinetic resolution). 52010-22-7 belongs to class benzofurans, name is 4-Chlorophthalide, and the molecular formula is C8H5ClO2, Computed Properties of 52010-22-7.

Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem