17539-90-1Relevant academic research and scientific papers
Synthesis of β-amino alcohols by regioselective ring opening of arylepoxides with anilines catalyzed by cobaltous chloride
Sundararajan, Govindarajan,Vijayakrishna, Kari,Varghese, Babu
, p. 8253 - 8256 (2004)
CoCl2 has been used as a mild and effective catalyst for regioselective ring opening of oxiranes with anilines to synthesize β-amino alcohols in good yields.
Asymmetric opening of styrene oxide with p-toluidine catalyzed by BINOL polyols and their lithium complexes
Belokon,Maleev,Moskalenko,Samoilichenko,Peregudov,Tsaloev
, p. 1371 - 1376 (2013)
Opening of racemic styrene oxide with p-toluidine catalyzed by chiral BINOL-derived polyols proceeded regioselectively mainly with the formation of 2-phenyl-2-(p-tolylamino)- ethanol with low ee values.
Cellulose sulfate: An efficient heterogeneous catalyst for the ring-opening of epoxides with alcohols and anilines
Chaudhary, Pooja,Deepa,Meena, Dhan Raj,Aalam, Mohd Jubair,Yadav, Geeta Devi,Singh, Surendra
supporting information, p. 1834 - 1846 (2021/05/10)
Cellulose sulfate was synthesized by esterification of α-cellulose with concentrated sulfuric acid at ?10°C in ethanol. Cellulose is mainly sulfated on 3-, 6- and 3, 6-positions of the cellulose. It acts as a heterogeneous catalyst for the ring-opening of epoxides with alcohols or anilines and the Friedel-Crafts reaction between N-benzylindole and crotonaldehyde at room temperature. Methanolysis of cyclic epoxides, styrene oxide, terminal aliphatic epoxides, and glycidyl ethers were carried out using the catalyst (0.4–6.8 mg/mmol of epoxide) and afforded the corresponding products in 53–97% isolated yields after 10 min–24 h. Cellulose sulfate was successfully recycled and reused up to 3 catalytic cycles for the ring-opening of styrene oxide with methanol.
Ru-g-C3N4as a highly active heterogeneous catalyst for transfer hydrogenation of α-keto amide into β-aminol or α-hydroxyl amide
Bhanage, Bhalchandra M.,Chaurasia, Shivkumar R.,Mishra, Ashish A.
, p. 10578 - 10585 (2020/07/14)
This work reports a sustainable route for the catalytic transfer hydrogenation (CTH) of α-keto amide into β-aminol via an efficient heterogeneous catalyst wherein ruthenium is incorporated on an active graphite sheet of a carbon nitride support (Ru-g-C3N4). Other different metals like Ni or Pd were also screened with the same support but none of them showed efficient activity. Although, partial hydrogenation of ketone to alcohol has also been observed based on the optimization of the reaction parameters using all of the above catalysts. The catalyst has been characterized using field emission gun scanning electron microscopy (FEG-SEM), X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), infra-red (IR) spectroscopy and thermogravimetric analysis (TGA). Furthermore, the catalyst has been recycled and further characterized and does not show any significant changes in its reactivity for the CTH process. Ru-g-C3N4 as a recyclable heterogenous catalyst has been used for the first time for the CTH of α-keto amide into β-aminol, making the process sustainable because economical and environmentally benign isopropyl alcohol is used as a solvent system. The proposed catalytic system shows a wide scope of substrates for α-hydroxyamide and β-aminol derivatives, which were confirmed from 1H and 13C-NMR. This journal is
Post-synthesis of Zr-MOR as a robust solid acid catalyst for the ring-opening aminolysis of epoxides
Tang, Bo,Song, Wei-Chao,Li, Sheng-Yang,Yang, En-Cui,Zhao, Xiao-Jun
, p. 13503 - 13511 (2018/08/21)
Zirconosilicate with the MOR topology (Zr-MOR) was successfully prepared using a two-step post-synthesis strategy from pre-dealumination of a H-MOR zeolite and subsequent dry impregnation of Cp2ZrCl2. The incorporated Zr species main
Electronic effect of substituents on anilines favors 1,4-addition to: Trans -β-nitrostyrenes: Access to N -substituted 3-arylindoles and 3-arylindoles
Gattu, Radhakrishna,Bhattacharjee, Suchandra,Mahato, Karuna,Khan, Abu T.
supporting information, p. 3760 - 3770 (2018/05/30)
A simple and an efficient method for the regioselective synthesis of N-alkyl/aryl/H 3-arylindole derivatives from N-substituted anilines and trans-β-nitrostyrenes has been described using 10 mol% of bismuth(iii) triflate as a catalyst in acetonitrile at 80 °C. The present protocol profits from the formation of new C-C and C-N bonds, broad substrate scope and moderate to good yields.
Greener aminolysis of epoxides on BiCl3/SiO2
Mohsenzadeh, Farshid,Aghapoor, Kioumars,Darabi, Hossein Reza,Jalali, Mohammad Reza,Halvagar, Mohammad Reza
, p. 978 - 985 (2016/08/08)
The remarkable catalytic activity of BiCl3/SiO2 for the ring-opening of epoxides with aromatic and aliphatic amines under microwave and thermal heating was observed. This eco-friendly heterogeneous catalyst displayed high to excellent regioselectivity in the synthesis of β-amino alcohols under solvent-free conditions. High turnover frequency (TOF) values under microwave heating and excellent reusability of the catalyst may significantly contribute to applied chemistry.
Synthesis of β-amino alcohols using the tandem reduction and ring-opening reaction of nitroarenes and epoxides
Shi, Chongyang,Ren, Cheng,Zhang, Erlei,Jin, Huile,Yu, Xiaochun,Wang, Shun
, p. 3839 - 3843 (2016/07/06)
A high yield one-pot synthesis of β-amino alcohols from nitroarenes and 1,2-epoxides was developed, which utilizes inexpensive iron dust as a reducing agent and NH4Cl as the only additive in a 50% (v/v) ethanol solution. This new efficient synthetic approach tolerates a wide range of functionalities. The mild reaction conditions (e.g., 60?°C), together with the use of low cost and readily available starting materials, make this synthetic approach an attractive alternative to the current synthesis of β-amino alcohols.
N-functionalized L-proline anchored MCM-41: A novel organic-inorganic hybrid material for solvent-free aminolysis of styrene oxide under microwave irradiation
Aghapoor, Kioumars,Amini, Mostafa M.,Jadidi, Khosrow,Darabi, Hossein Reza
, p. 95 - 102 (2015/04/22)
A novel organic-inorganic hybrid material, namely L-prol-N-pMCM-41, was synthesized via two steps by covalently anchoring N-functionalized proline derivative (L-prol-N-pTMS) into the pore channels of MCM-41 silica. The prepared material was characterized by X-ray diffraction (XRD), thermogravimetric analysis (TGA), nitrogen adsorption - desorption isotherm, Brunauer - Emmett - Teller (BET) surface area analysis, and Fourier Transform Infrared spectroscopy (FTIR). The immobilized catalyst demonstrated moderate to high catalytic activity and excellent regioselectivity for the ring opening of styrene oxide with aniline derivatives under microwave irradiation and solvent-free conditions. The catalyst could be rapidly separated from the reaction mixture and reused up to five runs with good conversion and high regioselectivity.
Chemoselective reduction of α-keto amides using nickel catalysts
Mamillapalli, N. Chary,Sekar, Govidasamy
supporting information, p. 7881 - 7884 (2014/07/08)
Ni-catalysts are used for the first time to synthesize highly important α-hydroxy amides and β-amino alcohols from α-keto amides by chemoselective and complete reduction using hydrosilanes. Chemoselective complete reduction of α-keto amides in the presenc
