119948-35-5Relevant academic research and scientific papers
Stereoselective synthesis of β-amino ketones via direct Mannich-type reaction catalyzed with silica sulfuric acid
Wu, Hui,Shen, Yang,Fan, Li-yan,Wan, Yu,Zhang, Pu,Chen, Cai-fa,Wang, Wen-xiang
, p. 2404 - 2408 (2007)
At room temperature, the direct Mannich-type reaction of a variety of in situ generated aldimines using aldehydes and anilines with ketones in a three-component reaction was efficiently catalyzed by silica sulfuric acid (SSA) in EtOH. This rapid reaction afforded the corresponding β-amino ketones in good yields with excellent stereoselectivities and catalyst was recyclable.
Addition of silylated carbon nucleophiles to iminium and cyclic N-acyliminium ions promoted by InCl3
Russowsky,Petersen,Godoi,Pilli
, p. 9939 - 9942 (2000)
InCl3 was used as Lewis acid in the addition of silyl enolates and allyltrimethylsilane to aromatic aldimines and cyclic N-acyliminium ions derived from 5-acetoxylactams affording β-aminocarbonyl systems and allyl adducts, respectively, in reas
Stereoselective Mannich reactions catalyzed by Tr?ger's base derivatives in aqueous media
Wu, Hui,Chen, Xiu-mei,Wan, Yu,Ye, Ling,Xin, Hai-qiang,Xu, Hua-hong,Yue, Cai-hui,Pang, Li-ling,Ma, Rui,Shi, Da-qing
, p. 1062 - 1065 (2009)
A Tr?ger's base derivative (5,12-dimethyl-3,10-diphenyl-1,3,4,8,10,11-hexaazatetracyclo [6.6.1.02,6.09,13]pentadeca-2(6),4,9(13),11-tetraenes) was used as an efficient catalyst for the three-component Mannich reactions of aromatic al
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.].
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.
Green synthesis of aminocarbonyl compounds using a nanostructured heterogeneous catalyst under mild reaction conditions
Maleki, Ali,Firouzi-Haji, Razieh
, p. 132 - 135 (2019/07/03)
The synthesis of aminocarbonyl derivatives as biologically active compounds by using polyethylene glycol (PEG-400)-SO3H-coated Fe2O3 is reported. The heterogeneous nanocatalyst was prepared via in-situ co-precipitation met
Applications of Selenonium Cations as Lewis Acids in Organocatalytic Reactions
He, Xinxin,Wang, Xinyan,Tse, Ying-Lung (Steve),Ke, Zhihai,Yeung, Ying-Yeung
supporting information, p. 12869 - 12873 (2018/09/14)
The use of trisubstituted selenonium salts as organic Lewis acids in electrophilic halogenation and aldol-type reactions has been developed. The substrate scope is broad. The reaction conditions are mild and compatible with various functionalities. This study opens a new avenue for the development of nonmetallic Lewis acid catalysis.
Fe3O4@ZrO2/SO4 2-: A recyclable magnetic heterogeneous nanocatalyst for synthesis of β-amino carbonyl derivatives and synthesis of benzylamino coumarin derivatives through Mannich reaction
Ghafuri, Hossein,Ghorbani, Behnaz,Rashidizadeh, Afsaneh,Talebi, Majid,Roshani, Mahdi
, (2017/11/30)
In the present work, we developed an effective protocol for the synthesis of β-amino carbonyl compounds and synthesis of benzylamino coumarin derivatives through Mannich type reaction in high yields. Fe3O4@ZrO2/SO4 2- was employed as an effective heterogeneous nanocatalyst for the Mannich reaction. This research consists of two sections. In first section, β-amino carbonyl derivatives were synthesized under solvent-free condition. In the other section, benzylamino coumarin compounds were synthesized at room temperature. The present approach offers several advantages such as short reaction times, low cost, easy work-up, mild reaction conditions, high yields and ease of recovery and reusability of the catalyst without significant loss of activity.
Solvent-free synthesis of β-amino ketones using carboxyl-functionalized poly(ionic liquid) at room temperature
Khiratkar, Avinash Ganesh,Balinge, Kamlesh Rudreshwar,Bhansali, Karan Jivanlal,Bhagat, Pundlik Rambhau
, p. 787 - 798 (2017/09/12)
Abstract: Carboxyl-functionalized poly(ionic liquid) (CFPIL) was easily synthesized from its starting material and characterized by Fourier transform infrared spectroscopy, thermal gravimetric analysis and elemental analysis. The synthesized CFPIL was use
