Extracurricular laboratory:new discovery of 5-Chloroisobenzofuran-1(3H)-one

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Versatile, simple and inexpensive ligand-free, copper-catalyzed N-arylations of sulfoximines and nitrogen-containing heterocycles have been developed affording N-arylated products in high yields.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2613O – PubChem

Extracurricular laboratory:new discovery of 5-Chloroisobenzofuran-1(3H)-one

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Rh-catalyzed direct carboxylation of unactivated aryl C-H bond under atmospheric pressure of carbon dioxide was realized via chelation-assisted C-H activation for the first time. Variously substituted and functionalized 2-arylpyridines and 1-arylpyrazoles underwent the carboxylation in the presence of the rhodium catalyst and a stoichiometric methylating reagent, AlMe 2(OMe), to give carboxylated products in good yields. The catalysis is proposed to consist of methylrhodium(I) species as the key intermediate, which undergoes C-H activation to afford rhodium(III), followed by reductive elimination of methane to give nucleophilic arylrhodium(I). This approach demonstrates promising application of C-H bond activation strategy in the field of carbon dioxide fixation.

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Reference:
Benzofuran – Wikipedia,
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The catalytic generation of hypervalent iodine(III) reagents by anodic electrooxidation was orchestrated towards an unprecedented electrocatalytic C?H oxygenation of weakly coordinating aromatic amides and ketones. Thus, catalytic quantities of iodoarenes in concert with catalytic amounts of ruthenium(II) complexes set the stage for versatile C?H activations with ample scope and high functional group tolerance. Detailed mechanistic studies by experiment and computation substantiate the role of the iodoarene as the electrochemically relevant species towards C?H oxygenations with electricity as a sustainable oxidant and molecular hydrogen as the sole by-product. para-Selective C?H oxygenations likewise proved viable in the absence of directing groups.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2629O – PubChem

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The direct carbonylation of C-H bonds in the benzene ring of N-phenylpyrazoles via catalysis by ruthenium or rhodium complexes is described. The reaction of N-phenylpyrazoles with carbon monoxide and ethylene in the presence of Ru3(CO)12 or Rh4(CO)12 resulted in the site-selective carbonylation of the ortho C-H bonds in the benzene ring to give the corresponding ethyl ketones. A variety of functional groups on the benzene ring can be tolerated. N-Phenylpyrazoles have higher reactivities than would be expected, based on the pKa values of the conjugate acid of pyrazole. The choice of solvent for this reaction is significant, and N, N-dimethylacetamide (DMA) gives the best result.

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Reference:
Benzofuran – Wikipedia,
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3-(Diphenylphosphino)propanoic acid (L2) has proved to be an efficient ligand for the copper-catalyzed CN coupling reactions. N-arylation of imidazoles with aryl iodides catalyzed by CuCl/L2 was smoothly carried out in DMSO at 100 C with a yield up to 98%. N-arylation of 1H-pyrazole with aryl iodides and bromides catalyzed by Cu(OAc)2/L2 in 1,4-dioxane also gave the corresponding products with yields of 40%-98%.

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Reference:
Benzofuran – Wikipedia,
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Heteroaryl-substituted arenes and heteroarenes were efficiently amidated through ruthenium-catalyzed C-H bond functionalizations with a variety of sulfonyl azides. Particularly, cationic ruthenium(II) complexes proved to be most effective and allowed nitrogenations of electron-rich and electron-deficient arenes with ample substrate scope.

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Reference:
Benzofuran – Wikipedia,
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It has been established that the oxidative sp2 C-H bond allylation with aliphatic alkenes proceeds under mild conditions by using heteroarenes as directing groups and an (electron-deficient eta5-cyclopentadienyl)rhodium(III) complex, [CpERhCl2]2, as a precatalyst. In sharp contrast, the use of [Cp?RhCl2]2 instead of [CpERhCl2]2 led to a complex mixture of products under the same reaction conditions.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2638O – PubChem

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Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. SDS of cas: 54109-03-4, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 54109-03-4, in my other articles.

One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, SDS of cas: 54109-03-4, such as the rate of change in the concentration of reactants or products with time.In a article, mentioned the application of 54109-03-4, Name is 5-Chloroisobenzofuran-1(3H)-one, molecular formula is C8H5ClO2

It has been established that the oxidative sp2 C-H bond allylation with aliphatic alkenes proceeds under mild conditions by using heteroarenes as directing groups and an (electron-deficient eta5-cyclopentadienyl)rhodium(III) complex, [CpERhCl2]2, as a precatalyst. In sharp contrast, the use of [Cp?RhCl2]2 instead of [CpERhCl2]2 led to a complex mixture of products under the same reaction conditions.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2638O – PubChem

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Copper-catalyzed N-arylation of diazoles can be accomplished using air-stable CuI as a copper source and 1,10-phenanthroline in the presence of KF/Al2O3 as a base. This is a simple and efficient method for the coupling of aryl bromide with diazoles. Different functionalized aryl bromides were coupled with diazoles using this system.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2617O – PubChem

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A simple and efficient method for the coupling of aryl iodides with heterocyclic compounds such as diazoles that does not require the use of alkoxide bases is described. The C-N bond forming procedure shows that the combination of air stable CuI and 1,10-phenanthroline in the presence of KF/Al2O3 comprises an extremely efficient and general catalyst system for the N-arylation of aryl iodides. Different functionalized aryl iodides were coupled with diazoles using this method. Georg Thieme Verlag Stuttgart.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2616O – PubChem