32599-04-5Relevant academic research and scientific papers
Influence of the structure of polyfluorinated alcohols on Bronsted acidity/hydrogen-bond donor ability and consequences on the promoter effect
Vuluga, Daniela,Legros, Julien,Crousse, Benoit,Slawin, Alexandra M. Z.,Laurence, Christian,Nicolet, Pierre,Bonnet-Delpon, Daniele
, p. 1126 - 1133 (2011)
The influence of substituents on the properties of tri-and hexafluorinated alcohols derived from 2,2,2-trifluoroethanol (TFE) and 1,1,1,3,3,3-hexafluoro-2- propanol (HFIP) was examined. Measurements of specific solvent-solute interactions revealed that H-
High-Pressure Promoted and Silica Gel Catalyzed Aminolysis of Epoxides with Glycine Esters
Kotsuki, Hiyoshizo,Shimanouchi, Tomoyasu,Teraguchi, Masahiro,Kataoka, Masanori,Tatsukawa, Akira,Nishizawa, Hitoshi
, p. 2159 - 2162 (1994)
A variety of epoxides are efficiently reacted with tert-butyl glycinates under high pressure conditions or by supporting on silica gel to afford the corresponding N-(β-hydroxyalkyl)glycine esters.
Synthesis of new 3-phenoxypropan-2-ols with various heterocyclic substituents
Mesropyan,Ambartsumyan,Avetisyan,Galstyan,Arutyunova
, p. 67 - 69 (2005)
1-Phenoxy-3-piperidinopropan-2-ol, 1-(5-methyl-1,3-benzothiazol-2- ylsulfanyl)-3-phenoxypropan-2-ol, 1-(2-hydroxy-3-phenoxypropyl)azepan-2-one, 1,1′-(6-chloro-1,3-benzothiazol-2-ylimino)bis(3-phenoxypropan-2-ol), 1-(1,3-benzothiazol-2-ylsulfanyl)-3-phenox
Synthesis and application of Cu(II) immobilized MCM-41 based solid Lewis acid catalyst for aminolysis reaction under solvent-free condition
Chaudhary, Garima,Gupta, Neha,Singh, Amit Pratap
, (2021/07/22)
In this paper, a Cu(II) immobilized periodic mesoporous organosilica (PMOs) was synthesized and used as a reusable solid Lewis acid catalyst for the aminolysis of epoxides under solvent-free conditions. An amide-based ligand, L-propylsilyl (1) having a specific binding pocket was prepared and fabricated on mesoporous MCM-41 to produce mesoporous organosilica L-propylsilyl@MCM-41 (2). Further, it has been utilized for anchoring Cu(II) ions under controlled reaction conditions to yield solid Lewis acid catalyst Cu(II)-L-propylsilyl@MCM-41 (3). The synthesized catalyst 3 exhibits significantly higher catalytic activity for aminolysis compared to hitherto known solid Lewis acid catalysts. An extensive range of β-amino alcohols with high regio and stereoselectivity were prepared by using catalyst 3. The catalyst was recovered easily and reused eight times without any loss in its catalytic activity. Furthermore, the synthesis of clinically significant propranolol (β-blocker) from α- naphthyl glycidyl ether was attained successfully using catalyst 3 in a very decent yield.
Fe(OH)3 nano solid material: An efficient catalyst for regioselective ring opening of aryloxy epoxide with amines under solvent free condition
Shah, Arpan K.,Prathap, K. Jeya,Kumar, Manish,Abdi, Sayed H.R.,Kureshy, Rukhsana I.,Khan, Noor-ul H.,Bajaj, Hari C.
, p. 442 - 450 (2017/02/05)
Iron hydroxide-Fe(OH)3and iron oxides (Fe3O4and Fe2O3) were successfully prepared and characterized. These materials were employed as efficient and environmentally benign heterogeneous catalysts for t
Solvent-free aminolysis of aliphatic and aryloxy epoxides with sulfated zirconia as solid acid catalyst
Shah, Arpan K.,Kumar, Manish,Abdi, Sayed H.R.,Kureshy, Rukhsana I.,Khan, Noor-Ul H.,Bajaj, Hari C.
, p. 105 - 114 (2015/09/28)
Single-step and two-steps synthetic procedure for the synthesis of sulfated zirconia (SZ) was developed, which were calcined at 500, 600 and 700 °C and characterized by various physico-chemical methods such as PXRD, FTIR, surface area, microanalysis, NH3-TPD and DRIFT analysis. These SZ materials were then employed as solid acid catalysts for the aminolysis of different aliphatic/aromatic terminal, aryloxy and meso epoxides with aromatic and aliphatic amines under ambient conditions. Amongst the catalyst prepared, SZ-2-600 prepared in two-steps and 600 ° C calcined was found to be the most efficient catalyst to give p-amino alcohols in up to 98% yield and 7gt;99% regioselectivity. The SZ catalyst was successfully recycled and reused up to six catalytic runs with intact efficiency.
Phenalenyl in a different role: Catalytic activation through the nonbonding molecular orbital
Raha Roy, Sudipta,Nijamudheen,Pariyar, Anand,Ghosh, Anup,Vardhanapu, Pavan K.,Mandal, Prasun K.,Datta, Ayan,Mandal, Swadhin K.
, p. 4307 - 4319 (2015/02/19)
We have demonstrated that the nonbonding molecular orbital (NBMO) of the phenalenyl (PLY) cation can be used as a Lewis acid catalyst for different organic transformations. Detailed computational and spectroscopic studies for the aminolysis reaction of ep
Efficient synthesis of β-amino alcohols by regioselective ring opening of epoxides with amines catalyzed by CuFe2O4 nanoparticles
Baghbanian, Seyed Meysam,Farhang, Maryam
, p. 1033 - 1037 (2013/09/23)
A simple and efficient method has been developed for the synthesis of β-amino alcohols by regioselective ring opening of epoxides with amines in the presence of CuFe2O4 nanoparticles as a heterogeneous recyclable catalyst at room temperature in high yields.
Highly chemoselective addition of amines to epoxides in water
Azizi, Najmodin,Saidi, Mohammad R.
, p. 3649 - 3651 (2007/10/03)
(Chemical Equation Presented) Aminolysis of a variety of epoxides by aliphatic and aromatic amines in water, in the absence of any catalyst with high yields, is reported. β-Amino alcohols were formed under mild conditions with high selectivity and in excellent yields.
Process for the solid state synthesis of enantiopure B-aminoalcohols from racemic epoxides
-
, (2008/06/13)
The invention relates to a process for the solid state synthesis of enantiopure β-aminoalcohols by preparing inclusion complexes of aryloxyepoxide with cyclodextrin by adding an epoxide in equimolar ratio in an organic solvent to an aqueous solution of cyclodextrin, reacting the cyclodextrin complex of aryloxyepoxide with a nucleophile in solid state by intimately grinding the mixture using a mortar and pestle, continuing the mixing till the starting epoxide disappeared on tic, removing excess amines under vacuum, extracting the β-aminoalcohols produced with a solvent with yields of more than 50% and enantioselectivity of upto 100%.
