Synthesis of biaryls via the Suzuki–Miyaura coupling (SMC) reaction using nitroarenes as an electrophilic coupling partners is described. Mechanistic studies have revealed that the catalytic cycle of this reaction is initiated by the cleavage of the aryl–nitro (Ar–NO2) bond by palladium, which represents an unprecedented elemental reaction.

The Suzuki-Miyaura Coupling of Nitroarenes.

The first example of a copper-catalyzed cascade reaction of (2-aminophenyl)methanols with aldehydes using the combination of cerium nitrate hexahydrate and ammonium chloride has been developed, leading to a wide range of 2-substituted quinazolines in moderate to excellent yields. The efficiency of this transformation was demonstrated by compatibility with a wide range of functional groups. Thus, the method represents a convenient and practical strategy for synthesis of 2-substituted quinazoline derivatives.

Unexpected Copper-Catalyzed Cascade Synthesis of Quinazoline Derivatives

A palladium-catalyzed addition of potassium aryltrifluoroborates to aliphatic nitriles has been developed, leading to a wide range of alkyl aryl ketones with moderate to excellent yields. Moreover, several dinitriles (e.g., malononitrile, glutaronitrile, and adiponitrile) were applicable to this process for the construction of 1,3-, 1,5-, or 1,6-dicarbonyl compounds. The scope of the developed approach is successfully explored toward the one-step synthesis of 2-arylbenzo[b]furans via sequential addition and intramolecular annulation reactions. The methodology accepted a wide range of substrates and is applicable to library synthesis.

Palladium-catalyzed addition of potassium aryltrifluoroborates to aliphatic nitriles: synthesis of alkyl aryl ketones, diketone compounds, and 2-arylbenzo[b]furans.

Copper-catalyzed direct C–H arylation of pyridine N-oxides with arylboronic esters: one-pot synthesis of 2-arylpyridines

Glucosulfonic acid immobilized on Fe3O4 magnetic nanoparticles (GSA@MNPs) have been reported as an efficient and magnetically reusable nanocatalyst for the clean and one-pot synthesis of polyhydroquinoline and 2,3-dihydroquinazolin-4(1H)-one derivatives, with short reaction times in good to high yields in ethanol. After completing the reactions the catalyst was easily separated from the reaction mixture using an external magnetic field and reused for several consecutive runs without significant loss of catalytic efficiency. This new catalyst was characterized using FT-IR spectroscopy, TGA, XRD, VSM, TEM, EDS and SEM.

Synthesis and characterization of glucosulfonic acid supported on Fe3O4 nanoparticles as a novel and magnetically recoverable nanocatalyst and its application in the synthesis of polyhydroquinoline and 2,3-dihydroquinazolin-4(1H)-one derivatives

Ligand-free copper-catalyzed coupling of nitroarenes with arylboronic acids

Tandem synthesis of 2,3‐dihydroquinazolin‐4(1H)‐ones on grinding under solvent‐free conditions

Effect of growth rings on acoustic emission characteristic signals of southern yellow pine wood cracked in mode Ⅰ

Copper-catalyzed arylation of indolin-2,3-ones with arylboronic acids

®promove a clivagem de diarildissulfetos gerando os calcogenolatos correspondentes, que reagem facilmente com N-acilbenzotriazois na presenca de K 2 CO 3 , produzindo tioesteres em bons a excelentes rendimentos. As principais caracteristicas desta metodologia sao a nao necessidade de catalisdores metalicos ou de reagentes caros e o alto rendimento. E digno de nota que as reacoes de disseleneto de difenila com N-acilbenzotriazois sao tambem conduzidas para produzir selenoesteres em bons rendimentos sob condicoes normais. Rongalite ® promotes cleavage of diaryldisulfides generating the corresponding chalcogenolate anions that then undergo facile reaction with N-acylbenzotriazoles in the presence of K 2 CO 3 to afford thioesters in good to excellent yields. The important features of this methodology are no requirement of metal catalysts, without any expensive reagent and high yields. It is noteworthy that the reactions of diphenyl diselenide with N-acylbenzotriazoles are also conducted to afford selenoesters in good yields under the standard conditions.

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Jilei Zhang

Papers

Ligand-free copper-catalyzed coupling of nitroarenes with arylboronic acids

Tandem synthesis of 2,3‐dihydroquinazolin‐4(1H)‐ones on grinding under solvent‐free conditions

Effect of growth rings on acoustic emission characteristic signals of southern yellow pine wood cracked in mode Ⅰ

Copper-catalyzed arylation of indolin-2,3-ones with arylboronic acids

An approach to the synthesis of thioesters and selenoesters promoted by Rongalite