Iron phthalocyanine with iron sulfate has been successfully applied for high chemo- and regioselective reduction of aromatic nitro compounds to give the corresponding amines in a green solvent system without using any toxic ligand. The catalytic systems were also compatible with a large range of other reducible functional groups, such as keto, acid, amide, ester, halogen, lactone, nitrile, N-benzyl, O-benzyl, hydroxy, and heterocycles. In the present study, dinitro compounds have been regioselectively reduced to the corresponding amines with high yield. In most of the cases the conversion and selectivity was greater than 99% as determined by GC-MS analysis.
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http://dx.doi.org/10.1002/chem.201003621 | DOI Listing |
ACS Omega
January 2025
Biotechnology Research Center and Department of Biotechnology, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, Japan.
Various symmetric and asymmetric imines were synthesized using the novel amine oxidase, obtained as variants of d-amino acid oxidase (pkDAO) from porcine kidney (Y228L/R283G) and (I230A/R283G). Active primary imines produced as intermediates in the oxidation of methylbenzylamine (MBA) derivatives were trapped by aliphatic, aromatic amines and diamines as nucleophiles forming new imines. ()-Fluoro-MBA was the best substrate for symmetric imine synthesis, providing almost stoichiometric conversion (100 mM) and achieving nearly 100% yield.
View Article and Find Full Text PDFACS Omega
January 2025
School of Chemistry, University of Southampton, Southampton SO17 1BJ, United Kingdom.
Seventeen 3-alkylaminoquinoxaline-2(1)-thiones and 3-alkyloxyquinoxaline-2(1)-thiones were prepared by a novel thionation protocol from the readily available quinoxaline-2,3-dione in excellent overall yields. This protocol starts with the chlorination of dione using thionyl chloride to give 2,3-dichloroquinoxaline followed by the reaction with equimolar amounts of -nucleophiles (primary amines and secondary amines) or -nucleophiles (phenols and alcohols) to principally afford 2-alkanamino-3-chloroquinoxalines or 2-alkyloxy-3-chloroquinoxalines, respectively. The chloroquinoxalines reacted with the thionation reagent -cyclohexyl dithiocarbamate cyclohexyl ammonium salt in ethanol under reflux to principally give the corresponding quinoxalin-2-yl cyclohexylcarbamodithioate that finally rearranges to give the corresponding thiones in 76-93% overall yields.
View Article and Find Full Text PDFAnal Methods
January 2025
School of Food and Bioengineering, Changsha University of Science & Technology, Changsha, Hunan, 4100114, China.
A non-derivatized high-performance liquid chromatographic (HPLC) method was developed for the simultaneous quantification of hydroxyl acids and their amination products in ammonolysis reaction mixtures. By optimizing the mobile phase composition and pH (0.04 M KHPO-5% methanol, pH = 2.
View Article and Find Full Text PDFOrg Biomol Chem
January 2025
Institute of Condensed Matter and Nanosciences, Molecules Solids and Reactivity (IMCN/MOST), Université Catholique de Louvain, Bâtiment Lavoisier, Pl. Louis Pasteur, 1, bte 3. 1348, Louvain La Neuve, Belgium.
The present study describes the use of the di--butyl dicarbonate (BocO)/4-(,-dimethylamino)pyridine (DMAP) system for the amidation of carboxylic acids under neat conditions without heating. A set of carboxylic acids was explored, such as non-steroidal anti-inflammatory drugs (NSAIDs), fatty acids and protected prolines in the presence of aromatic, benzylic and aliphatic amines as nucleophilic partners. The scope of this easy approach was extended to the preparation of thirty-two diverse carboxylic amides, which were recovered with isolated yields varying from moderate to excellent.
View Article and Find Full Text PDFInorg Chem
January 2025
Inner Mongolia Engineering Research Centre of Lithium-Sulfur Battery Energy Storage, Inner Mongolia Key Laboratory of Solid State Chemistry for Battery, College of Chemistry and Materials Science, Inner Mongolia Minzu University, Tongliao 028000, People's Republic of China.
In the era of global warming, the conversion of carbon dioxide into high-value products has become a widely scrutinized emerging mitigation strategy. Metalation of bpy-containing MOF-253 led to the synthesis of MOF-253-0.5Ag, which acts as an efficient catalyst for the carbonylative cyclization of CO with alkyne molecules (such as propynyl alcohols and propynyl amines) at room temperature and ambient CO pressure, yielding the corresponding α-alkyl cyclic carbonates and oxazolidinones, thus endowing the catalytic system with bifunctional characteristics.
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