16375-88-5Relevant academic research and scientific papers
Chemoselective reduction of nitroarenes, N-acetylation of arylamines, and one-pot reductive acetylation of nitroarenes using carbon-supported palladium catalytic system in water
Zeynizadeh, Behzad,Mohammad Aminzadeh, Farkhondeh,Mousavi, Hossein
, p. 3289 - 3312 (2021/05/11)
Developing and/or modifying fundamental chemical reactions using chemical industry-favorite heterogeneous recoverable catalytic systems in the water solvent is very important. In this paper, we developed convenient, green, and efficient approaches for the chemoselective reduction of nitroarenes, N-acetylation of arylamines, and one-pot reductive acetylation of nitroarenes in the presence of the recoverable heterogeneous carbon-supported palladium (Pd/C) catalytic system in water. The utilize of the simple, effective, and recoverable catalyst and also using of water as an entirely green solvent along with relatively short reaction times and good-to-excellent yields of the desired products are some of the noticeable features of the presented synthetic protocols. Graphic abstract: [Figure not available: see fulltext.].
The immobilized copper species on nickel ferrite (NiFe2O4@Cu): a magnetically reusable nanocatalyst for one-pot and quick reductive acetylation of nitroarenes to N-arylacetamides
Zeynizadeh, Behzad,Shokri, Zahra,Mohammadzadeh, Iman
, p. 859 - 870 (2019/12/24)
In this study, a green protocol for synthesis of N-arylacetamides was introduced. Magnetically, nanoparticles of the immobilized copper species on nickel ferrite, NiFe2O4@Cu, were synthesized and then characterized using SEM, EDX, XRD, VSM, ICP-OES, BET and XPS analyses. The XPS analysis approved that the immobilized copper species on NiFe2O4 only contain Cu(0) and its oxide form as CuO. The prepared nanocomposite system represented a perfect catalytic activity toward one-pot and quick reductive acetylation of various nitroarenes to the corresponding N-arylacetamides. All reactions were carried out in a mixture of H2O–EtOH (1.5–0.5) within 2–10?min using the combination system of NaBH4 and Ac2O in a one-pot approach and via a two-step procedure. The utilized Cu nanocomposite was magnetically separated from the reaction mixture and reused for 5 consecutive cycles without the significant loss of its catalytic activity.
Visible Light-Induced Amide Bond Formation
Song, Wangze,Dong, Kun,Li, Ming
supporting information, p. 371 - 375 (2019/11/29)
A metal-, base-, and additive-free amide bond formation reaction was developed under an organic photoredox catalyst. This green approach showed excellent functional selectivity without affecting other functional groups such as alcohols, phenols, ethers, esters, halogens, or heterocycles. This method featured a broad substrate scope, good compatibility with water and air, and high yields (≤95%). The potential utilities were demonstrated by the synthesis of important drug molecules such as paracetamol, melatonin, moclobemide, and acetazolamide.
Method for preparing amide by visible light-induced metal-free participation (by machine translation)
-
Paragraph 0039-0042, (2020/02/14)
The method for preparing the amide in the, preparation method of the novel amide disclosed by the invention has the advantages that, the reaction: conditions are mild, the 9 - reaction conditions are mild, and the yield 71%. of the reaction conditions is not lower than the reaction conditions . (by machine translation)
Silver-Catalyzed Hydrogenation of Ketones under Mild Conditions
Wang, Shengdong,Huang, Haiyun,Tsareva, Svetlana,Bruneau, Christian,Fischmeister, Cédric
supporting information, p. 786 - 790 (2019/01/04)
The silver-catalyzed hydrogenation of ketones using H2 as hydrogen source is reported. Silver nanoparticles are generated from simple silver (I) salts and operate at 25 °C under 20 bar of hydrogen pressure. Various aliphatic and aromatic ketones, including natural products were reduced into the corresponding alcohols in high yields. This silver catalyst allows for the selective hydrogenation of ketones in the presence of other functional groups. (Figure presented.).
Dehydrogenative Coupling of Aldehydes with Alcohols Catalyzed by a Nickel Hydride Complex
Eberhardt, Nathan A.,Wellala, Nadeesha P. N.,Li, Yingze,Krause, Jeanette A.,Guan, Hairong
, p. 1468 - 1478 (2019/04/17)
A nickel hydride complex, {2,6-(iPr2PO)2C6H3}NiH, has been shown to catalyze the coupling of RCHO and R′OH to yield RCO2R′ and RCH2OH, where the aldehyde also acts as a hydrogen acceptor and the alcohol also serves as the solvent. Functional groups tolerated by this catalytic system include CF3, NO2, Cl, Br, NHCOMe, and NMe2, whereas phenol-containing compounds are not viable substrates or solvents. The dehydrogenative coupling reaction can alternatively be catalyzed by an air-stable nickel chloride complex, {2,6-(iPr2PO)2C6H3}NiCl, in conjunction with NaOMe. Acids in unpurified aldehydes react with the hydride to form nickel carboxylate complexes, which are catalytically inactive. Water, if present in a significant quantity, decreases the catalytic efficiency by forming {2,6-(iPr2PO)2C6H3}NiOH, which causes catalyst degradation. On the other hand, in the presence of a drying agent, {2,6-(iPr2PO)2C6H3}NiOH generated in situ from {2,6-(iPr2PO)2C6H3}NiCl and NaOH can be converted to an alkoxide species, becoming catalytically competent. The proposed catalytic mechanism features aldehyde insertion into the nickel hydride as well as into a nickel alkoxide intermediate, both of which have been experimentally observed. Several mechanistically relevant nickel species including {2,6-(iPr2PO)2C6H3}NiOC(O)Ph, {2,6-(iPr2PO)2C6H3}NiOPh, and {2,6-(iPr2PO)2C6H3}NiOPh·HOPh have been independently synthesized, crystallographically characterized, and tested for the catalytic reaction. While phenol-containing molecules cannot be used as substrates or solvents, both {2,6-(iPr2PO)2C6H3}NiOPh and {2,6-(iPr2PO)2C6H3}NiOPh·HOPh are efficient in catalyzing the dehydrogenative coupling of PhCHO with EtOH.
Biphenyl tridentate ligand ruthenium complex and production method and application thereof
-
Paragraph 0108-0114, (2019/07/17)
The invention relates to production methods of a novel biphenyl tridentate ligand and a ruthenium complex of the novel biphenyl tridentate ligand and application of the ruthenium complex of the novelbiphenyl tridentate ligand in reaction of hydrogenation of an ester compound to an alcohol compound. A method for using the biphenyl tridentate ligand ruthenium complex for catalyzing hydrogenation ofthe ester compound to the alcohol compound is characterized by comprising the steps of using the biphenyl tridentate ligand ruthenium complex which is 0.001-0.1 mol% of the amount of substance of theester compound as a catalyst, adding alkali which is 1-10 mol% of the amount of substance of the ester compound, and catalyzing hydrogenation of the ester compound to the corresponding alcohol compound under conditions of 60-100 DEG C and 30-70 MPa hydrogen pressure. The biphenyl tridentate ligand and the ruthenium complex of the biphenyl tridentate ligand are convenient to produce and stable instructure, and the ruthenium complex of the biphenyl tridentate ligand shows excellent catalytic activity in the hydrogenation reaction of the ester compound. The defects of rigorous reaction conditions of high temperature, high pressure and the like needed by existing homogeneous or heterogeneous catalytic system hydrogenated fat compounds and high dosages of catalysts are overcome, the dosage ofthe catalyst is little, the reaction conditions are mild, the selectivity of the reaction is good, and the economical efficiency and the safety of the production system are improved.
Application of Cu(Hdmg)2 as a simple and cost-effective catalyst for the convenient one-pot reductive acetylation of aromatic nitro compounds
Zeynizadeh, Behzad,Mousavi, Hossein,Zarrin, Saviz
, p. 928 - 933 (2019/02/19)
In this article, we have developed a novel and simple one-pot reductive acetylation of aromatic nitro compounds with sodium borohydride (NaBH4) in ethyl acetate (EtOAc) under reflux conditions in the presence of the bis(dimethylglyoximato)copper(II) complex [Cu(Hdmg)2] as an efficient and cost-effective copper-containing catalyst. Notably, using the above-mentioned one-pot reaction, the corresponding acetamide derivatives were obtained in high to excellent yields.
Hydrogenation of Carbonyl Derivatives Catalysed by Manganese Complexes Bearing Bidentate Pyridinyl-Phosphine Ligands
Wei, Duo,Bruneau-Voisine, Antoine,Chauvin, Téo,Dorcet, Vincent,Roisnel, Thierry,Valyaev, Dmitry A.,Lugan, No?l,Sortais, Jean-Baptiste
supporting information, p. 676 - 681 (2017/12/26)
Manganese(I) catalysts incorporating readily available bidentate 2-aminopyridinyl-phosphine ligands achieve a high efficiency in the hydrogenation of carbonyl compounds, significantly better than parent ones based on more elaborated and expensive tridentate 2,6-(diaminopyridinyl)-diphosphine ligands. The reaction proceeds with low catalyst loading (0.5 mol%) under mild conditions (50 °C) with yields up to 96%. (Figure presented.).
A Selective and Functional Group-Tolerant Ruthenium-Catalyzed Olefin Metathesis/Transfer Hydrogenation Tandem Sequence Using Formic Acid as Hydrogen Source
Zieliński, Grzegorz K.,Majtczak, Jaros?awa,Gutowski, Maciej,Grela, Karol
, p. 2542 - 2553 (2018/03/09)
A ruthenium-catalyzed transfer hydrogenation of olefins utilizing formic acid as a hydrogen donor is described. The application of commercially available alkylidene ruthenium complexes opens access to attractive C(sp3)-C(sp3) bond formation in an olefin metathesis/transfer hydrogenation sequence under tandem catalysis conditions. High chemoselectivity of the developed methodology provides a remarkable synthetic tool for the reduction of various functionalized alkenes under mild reaction conditions. The developed methodology is applied for the formal synthesis of the drugs pentoxyverine and bencyclane.
