742-43-8Relevant academic research and scientific papers
Ln(OTf)3- or Cu(OTf)2-catalyzed Mannich-type reactions of aldehydes, amines, and silyl enolates in micellar systems. Facile synthesis of β-amino ketones and esters in water
Kobayashi, Shu,Busujima, Tsuyoshi,Nagayama, Satoshi
, p. 545 - 546 (1999)
In the presence of a catalytic amount of Ln(OTf)3 or Cu(OTf)2, three- component Mannich-type reactions of aldehydes, amines, and silyl enolates proceeded smoothly in micellar systems to afford the corresponding β-amino ketones or est
Air-stable Organoantimony (III) Perfluoroalkyl(aryl)sulfonate complexes as highly efficient, selective, and recyclable catalysts for C–C and C–N bond-forming reactions
Fan, Qi,Guo, Rui,Li, Ningbo,Ma, Rong,Qiao, Jie,Xu, Li,Xu, Shitang,Xu, Xinhua,Yun, Kemin
, (2021/07/08)
A series of air-stable organoantimony (III) perfluoroalkyl(aryl)sulfonate complexes with an azastibocine framework {t-BuN(CH2C6H4)2SbOSO2C4F9 (2a); [t-BuN(CH2C6/
Synthesis of β-Amino Ketones using graphene oxide: a benign carbonaceous acid catalyst for Mannich reaction
Saravana Ganesan, Nagappan,Suresh, Palaniswamy
, p. 1197 - 1210 (2021/01/07)
Abstract: Simple and easily preparable graphene oxide (GO) is used as a straightforward carbocatalyst for the synthesis of β-amino ketones via a 3-component Mannich reaction under mild condition. The native GO is acting as a carbonaceous solid Br?nsted acid catalyst without any special functionalization, yielding a spectrum of β-amino ketones under metal-free conditions. The present catalytic method offers a benign and simple procedure without any hazardous workup, and chromatographic purification resulted in an excellent yield of β-amino ketones. The catalyst has shown good sustainability up to 6 consecutive catalytic cycles without any significant loss in its activity. The stability of the recovered catalyst is proved by analytical techniques such as FT-IR, PXRD, SEM, and TEM. This mild solid-acid catalyst offers an alternative and sustainable approach to get synthetically essential β-amino ketones under greener conditions. Graphical abstract: [Figure not available: see fulltext.].
A ZnS@N-GQD nanocomposite as a highly effective and easily retrievable catalyst for the sonosynthesis of β-amino carbonyls
Mutashar, Mohammaed Abdulridha,Safaei-Ghomi, Javad,Saharkhan, Zahra
, p. 19935 - 19942 (2021/06/16)
A three-component reaction of acetophenone, aromatic aldehydes, and aniline derivatives has been achieved in the presence of a ZnS@nitrogen graphene quantum dot (N-GQD) nanocomposite as a highly effective heterogeneous catalyst to produce β-amino carbonyls. The catalyst has been characterized by XRD, SEM, TEM, FT-IR spectroscopy, EDS, BET and TGA techniques. The feasibility of carrying out the one-pot synthesis under ultrasonic irradiation with a heterogeneous nanocatalyst could improve the reaction rates and shorten the reaction times.
Tuning Microenvironment of Quaternary Ammonium Salt and Tertiary Amine Bifunctionalized Polyacrylonitrile Fiber for Cooperatively Catalyzed Aza-Michael Addition
Yuan, Xueyu,Du, Huimin,Zhao, Jingyan,Chima, Anyaegbu Ejike,Ma, Ning,Tao, Minli,Zhang, Wenqin
, p. 832 - 843 (2020/08/10)
A series of novel polyacrylonitrile fiber catalysts modified with different ratio of quaternary ammonium salt (QA) to tertiary amine (TA) were screened for heterogeneously catalyzed aza-Michael addition in water. The best catalyst was found to be PAN
An uncommon use of irradiated flavins: Br?nsted acid catalysis
Arakawa, Yukihiro,Mihara, Tomohiro,Fujii, Hiroki,Minagawa, Keiji,Imada, Yasushi
supporting information, p. 5661 - 5664 (2020/06/09)
We present that thioacetalization of aldehydes can be induced by blue light irradiation in the presence of a catalytic amount of riboflavin tetraacetate (RFTA) under aerobic conditions. Several control experiments have suggested that the reaction is more
Mechanistic studies on counter-ionic effects of camphorsulfonate-based ionic liquids on kinetics, thermodynamics and stereoselectivity of β-amino carbonyl compounds
Hamzah, Ahmad Sazali,Jabeen, Erum,Leveque, Jean-Marc,Sardar, Sabahat,Wilfred, Cecilia Devi
, (2020/10/08)
Catalysis is important in various applications of organic chemistry and its output product control for stereoselective compounds is outrageous. Establishment of experimental facts of stereoselective compounds from catalysis and their validation using theoretical evidences is the key to understand various mechanisms of optically active compounds. A family of new ionic liquids (ILs) with various imidazolium cations and camphorsulfonate anion as environmentally benign liquid salts have been synthesized and deployed for catalysis of β-amino carbonyl compounds. The products were formed using ILs as a homogeneous catalyst with excellent product yield and diastereoselectivity. The effect of counter ions, Hammett acidity and viscosity of ILs along with solvent and temperature are explored in terms of reaction kinetics and product yields. Density functional theory (DFT) was used to investigate thermodynamical study of mechanistic pathway of the reaction. The DFT calculations predicted that the catalysis mechanism involved both counterions of the IL. Moreover, it is evidenced that the syn-pathway required lower activation energy while anti-pathway led to thermodynamically stable product. This study explores new avenues for using ILs as potential homogeneous catalysts for the production of stereoselective species.
Ultrasonic-assisted green synthesis of β-amino carbonyl compounds by copper oxide nanoparticles decorated phosphate functionalized graphene oxide via Mannich reaction
Achary, L. Satish K.,Nayak, Pratap S.,Barik, Bapun,Kumar, Aniket,Dash, Priyabrat
, p. 137 - 147 (2019/09/03)
A facile chemical synthetic route has been demonstrated for the synthesis of copper oxide nanoparticles decorated phosphate functionalized graphene oxide (CuO/PGO). The synthesized nanocatalyst was used as an efficient and active candidate for the synthesis of β-amino carbonyl compounds viaa green synthetic ultrasonic route. The structural properties of the samples were investigated by means of a number of sophisticated techniques like X-ray diffraction (XRD), Fourier-transform Infrared (FTIR) spectroscopy, High Resolution Transmission Electron Microscope (HRTEM), N2 adsorption-desorption measurements, X-ray photoelectron spectroscopy (XPS) analysis, Ammonia temperature programmed desorption analysis (NH3-TPD) and Raman spectroscopy. HRTEM analysis confirmed the presence of spherical CuO nanoparticles distributed uniformly throughout the PGO surface. XPS analysis demonstrated the presence of Cu2+ species and minor reduction of oxygen functional groups on GO. A higher surface area of 162 m2/g for CuO/PGO was found from N2 adsorption-desorption isotherms. Later on, the presence of acidic groups on CuO/PGO that play an essential role in the catalytic activity was examined by NH3-TPD and pyridine adsorbed IR analysis. The total acidity on the surface of synthesized nanocatalyst was found to be of 0.59 mmol g?1 which includes both Lewis as well as Br?nsted acidic sites. A higher product yield of 95% in a shorter period of time of 15 min was achieved which is superior to many reported catalytic systems. A combined strategy involving greener and easier ultrasonic route and use of an efficient acidic graphene oxide-based catalyst resulted in higher catalytic activity and stability with good recyclability.
Fe3O4@saponin/Cd: a novel magnetic nano-catalyst for the synthesis of β-aminoketone derivatives
Kiani, Marzieh,Anaraki-Ardakani, Hossein,Hasanzadeh, Neda,Rayatzadeh, Ayeh
, p. 2243 - 2256 (2020/04/22)
A novel recyclable magnetic core–shell nanoparticles Fe3O4@saponin/Cd was synthesized by the combination of nano-Fe3O4@saponin with cadmium acetate. The structure, magnetic features, and morphology of magnetic nanoparticles (MNPs) Fe3O4@saponin/Cd were studied totally via different experiments, such as Fourier transform infrared (FT-IR) spectroscopy, energy-dispersive X-ray spectroscopy (EDS), thermogravimetric analysis (TGA), X-ray diffraction (XRD), vibrating sample magnetometer (VSM), scanning electron microscopy (SEM), inductively coupled plasma (ICP), high-resolution transmission electron microscopy (HR-TEM), and Brunauer–Emmett–Teller (BET). It was found that the catalyst was active for the synthesis of?β-aminoketone derivatives via one-pot three-component Mannich-type reactions of ketones, aromatic aldehydes, aromatic amines under eco-friendly solvent, at room temperature. Furthermore, this catalyst can be easily recovered magnetically and can be reused for other runs without any reduction in the activity.
