623-00-7Relevant articles and documents
Kinetics of oxidative ammonolysis of 4-bromo-o-xylene: V. Synthesis of 4-bromophthalonitrile
Bagirzade,Tagiev
, p. 1085 - 1090 (2014)
Oxidative ammonolysis of 4-bromo-o-xylene on a V-Sb-Bi-Zr/γ-Al 2O3 catalyst gives 74.82 mol % of 4-bromophthalonitrile at a high conversion of the starting xylene in a one-cycle process. The process with recirculation results in decreased number of by-products and contribution of deep oxidation and increased selectivity in 4-bromophthalonitrile up to 95.42-96.58%.
Dibromofluoromethylation of aryl Grignard reagents with dibromodifluoromethane in the presence of LiBr
Shiosaki, Masahiro,Inoue, Munenori
, p. 160 - 168 (2015)
The dibromofluoromethylation of aryl Grignard reagents bearing electron-withdrawing groups with dibromodifluoromethane (CF2Br2) proceeded in the presence of LiBr. The reaction gave the corresponding α,α-dibromo-α-fluorotoluene derivatives through halogen exchange reaction of intermediate difluorobenzyl anions.
Kinetics of oxidative ammonolysis of 4-bromo-o-xylene: I. Transformations of 4-bromo-o-xylene and 4-bromo-o-tolunitrile
Bagirzade
, p. 1672 - 1676 (2010)
Kinetic laws of 4-bromo-phthalonitrile synthesis by vapor-phase oxidative ammonolisis of 4- bromo-o-xylene in the range of 633-69 K were studied. It was shown that formation of 4-bromophthalonitrile proceeds successively through 4-bromo-o-tolunitrile. Conversion rates of 4-bromo-o-xylene and 4-bromo-o- toluinitrile were found to be described by half-order equations on the corresponding components and not to depend on the oxygen and ammonia concentrations. Pleiades Publishing, Ltd., 2010.
Cyanation of arylboronic acids in aqueous solutions
Ma, Longle,Placzek, Michael S.,Hooker, Jacob M.,Vasdev, Neil,Liang, Steven H.
, p. 6597 - 6600 (2017)
A copper-mediated 11C-cyanation method employing arylboronic acids and [11C]HCN has been developed. This method was applied to the radiochemical synthesis of a wide range of aromatic 11C-nitriles in aqueous solutions. The use of readily accessible arylboronic acids as precursors makes this method complementary to the well-established 11C-cyanation methods that utilize aryl halide precursors.
Nitrile Synthesis via Desulfonylative-Smiles Rearrangement
Abe, Masahiro,Nitta, Sayasa,Miura, Erina,Kimachi, Tetsutaro,Inamoto, Kiyofumi
, p. 4460 - 4467 (2022/03/15)
Herein, we designed a simple nitrile synthesis from N-[(2-nitrophenyl)sulfonyl]benzamides via base-promoted intramolecular nucleophilic aromatic substitution. The process features redox-neutral conditions as well as no requirement of toxic cyanide species and transition metals. Our process shows broad scope and various functional group compatibility, affording a variety of (hetero)aromatic nitriles in good to excellent yields.
Synthesis, Characterization, and Catalytic Study of Caffeine-Derived N-heterocyclic Carbene Palladium Complexes
Chen, Haiqun,Huynh, Han Vinh,Liu, Ziwei,Lu, Yuchen,Meng, Qi,Teng, Qiaoqiao,Yuan, Dan,Zhao, Yaru
, p. 161 - 168 (2022/02/07)
Homo- and heterodicarbene palladium complexes bearing caffeine-derived N-heterocyclic carbene ligands were synthesized and fully characterized by NMR spectroscopy, mass spectrometry, and X-ray diffraction analysis. The superior acidity of the alkylated ca
Biomass chitosan-derived nitrogen-doped carbon modified with iron oxide for the catalytic ammoxidation of aromatic aldehydes to aromatic nitriles
Wang, Wei David,Wang, Fushan,Chang, Youcai,Dong, Zhengping
, (2020/11/24)
Nitrogen-doped carbon catalysts have attracted increasing research attention due to several advantages for catalytic application. Herein, cost-effective, renewable biomass chitosan was used to prepare a N-doped carbon modified with iron oxide catalyst (Fe2O3@NC) for nitrile synthesis. The iron oxide nanoparticles were uniformly wrapped in the N-doped carbon matrix to prevent their aggregation and leaching. Fe2O3@NC-800, which was subjected to carbonization at 800 °C, exhibited excellent activity, selectivity, and stability in the catalytic ammoxidation of aromatic aldehydes to aromatic nitriles. This study may provide a new method for the fabrication of an efficient and cost-effective catalyst system for synthesizing nitriles.
Direct bromodeboronation of arylboronic acids with CuBr2 in water
Tang, Yan-Ling,Xia, Xian-Song,Gao, Jin-Chun,Li, Min-Xin,Mao, Ze-Wei
supporting information, (2021/01/05)
An efficient and practical method has been developed for the preparation of aryl bromides via the direct bromodeboronation of arylboronic acids with CuBr2 in water. This strategy provides several advantages, such as being ligand-free, base-free, high yielding, and functional group tolerant.
A new reagent for efficient synthesis of nitriles from aldoximes using methoxymethyl bromide
ULUDAG, Nesimi,GIDEN, Ozge NUR
, p. 993 - 998 (2021/02/05)
This study outlines an efficient, high-yielding, and rapid method by which to access diverse nitriles from aldoximes with methoxymethyl bromide (MOM-Br) in THF. It represents the first application of MOM-Br as a deoximation reagent to synthesize nitriles. The reaction was performed at reflux to ensure excellent yield (79-96%) of the nitriles within 20-45 minutes. Furthermore, this method has been successfully applied to the synthesis of the synthesis precursor of aromatic, heteroaromatic, cyclic, and acyclic aliphatic.
Method for dehydrating primary amide into nitriles under catalysis of cobalt
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Paragraph 0063-0065, (2021/06/21)
The invention provides a method for dehydrating primary amide into nitrile. The method comprises the following steps: mixing primary amide (II), silane, sodium triethylborohydride, aminopyridine imine tridentate nitrogen ligand cobalt complex (I) and a reaction solvent under the protection of inert gas, carrying out reacting at 60-100 DEG C for 6-24 hours, and post-treating reaction liquid to obtain a nitrile compound (III). According to the invention, an effective method for preparing nitrile compounds by cobalt-catalyzed primary amide dehydration reaction by using the novel aminopyridine imine tridentate nitrogen ligand cobalt complex catalyst is provided; and compared with existing methods, the method has the advantages of simple operation, mild reaction conditions, wide application range of reaction substrates, high selectivity, stable catalyst, high efficiency, and relatively high practical application value in synthesis.
