104-55-2Relevant articles and documents
Chemoselective deprotection of 1,3-oxathiolanes using Amberlyst 15 and glyoxylic acid under solvent free conditions
Chavan,Soni,Kamat
, p. 1251 - 1252 (2001)
Carbonyl compounds were regenerated from corresponding 1,3-oxathiolanes via equilibrium exchange with glyoxylic acid and Amberlyst 15 as the heterogeneous catalyst, under solvent free conditions.
Organoselenium-Catalyzed Oxidative Allylic Fluorination with Electrophilic N-F Reagent
Guo, Ruizhi,Huang, Jiachen,Zhao, Xiaodan
, p. 926 - 930 (2018)
An efficient route of organoselenium-catalyzed oxidative allylic fluorination has been developed. In this transformation, bulky electrophilic fluorinating reagent N-fluoro-2,4,6-trimethylpyridinium triflate (TMFP-OTf) was employed as the oxidant and fluorine source. Notably, TEMPO as an additive affects the fluorination and leads to better substrate scope and excellent functional group tolerance. By this protocol, a variety of allylic fluorides were synthesized in good to excellent yields. The obtained allylic fluorides could be converted into vinyl fluorides efficiently in the presence of an appropriate base.
Highly enantioselective control of dynamic cascade transformations by dual catalysis: Asymmetric synthesis of polysubstituted spirocyclic oxindoles
Afewerki, Samson,Ma, Guangning,Ibrahem, Ismail,Liu, Leifeng,Sun, Junliang,Crdova, Armando
, p. 1266 - 1272 (2015)
The highly enantioselective (up to >99.5:0.5 er) synthesis of polysubstituted spirocyclic oxindoles with four new contiguous stereocenters, including the spiro all-carbon quaternary center, is disclosed. It is accomplished by the highly stereoselective control of a dynamic conjugate/intramolecular allylic alkylation relay sequence based on the synergistic cooperation of metal and chiral amine catalysts in which the careful selection of organic ligand, metal complex, and chiral amine is essential. The intramolecular C-C bond-forming step occurred only when both the metal and chiral amine catalysts were present. (Chemical Equation Presented).
Retro-Diels-Alder Cleavage of endo-Bicyclohepta-5-en-2-ol
Prasad, J. V. N. Vara,Iyer, Padmini,Pillai, C. N.
, p. 1380 - 1381 (1982)
endo-Bicyclohepta-5-en-2-ol (1a) on reaction with phenylmagnesium bromide was found to yield 1-phenylethanol, arising from a retro-Diels-Alder cleavage into cyclopentadiene and acetaldehyde.
A convenient oxidative deprotection of tetrahydropyranyl ethers with iron (III) nitrate and clay under microwave irradiation in solvent free conditions
Heravi, Majid M.,Ajami, Dariush,Mojtahedi, Mohammad M.,Ghassemzadeh, Mitra
, p. 561 - 562 (1999)
The efficient and environmentally benign oxidative deprotection of tetrahydropyranyl ethers using montmorillonite supported iron(III) nitrate under microwave irradiation under solvent free conditions is described.
Aspects of Selective Oxidation and Ammoxidation Mechanisms over Bismuth Molybdate Catalysts. 3. Substituent Effects in the Selective Oxidation of Allylbenzenes
Burrington, J. D.,Kartisek, C. T.,Grasselli, R. K.
, p. 1877 - 1882 (1981)
The relative rates of catalytic oxidation of p-XC6H4CH2CH=CH2 (X=H, CH3, Cl, OCH3) at 320 deg C over MoO3, Bi2MoO6, Bi2Mo3O12, and a multicomponent system (Ma2+Mb3+BixMoyOz) have been determined at low ( H > CH3 > OCH3) and decreasing Bi content in the catalyst (Bi2MoO6 > Bi2Mo3O12 > MoO3).The results are interpreted in terms of the formation of a radical-like phenylallyl-molybdenum surface ? complex in the rate-determining step and, subsequently, the corresponding ?-O molybdate complex which is the intermediate for both cinnamaldehyde and indene formation.These results strongly suggest that in the selective oxidation of propylene over bismuth molybdate catalysts the ?-allylic surface complex formed in the rate-determining step is radical-like in character.
Silica gel supported chromium trioxide: An efficient reagent for oxidative cleavage of oximes to carbonyl compounds under mild condition
Bendale, Pravin M.,Khadilkar, Bhushan M.
, p. 665 - 669 (2000)
A facile, efficient oxidative deblocking of aldoximes and ketoximes to their corresponding aldehydes and ketones have been achieved by using silica gel supported chromium trioxide.
Silver(i)-catalysed carboxylative cyclisation of primary propargylic amines in neat water using potassium bicarbonate as a carboxyl source: An environment-friendly synthesis of: Z -5-alkylidene-1,3-oxazolidin-2-ones
Qin, Jian-Feng,Wang, Bing,Lin, Guo-Qiang
, p. 4656 - 4661 (2019)
Herein, we report a mild and environment-friendly synthesis of Z-5-alkylidene-2-oxazolidinones in neat water, using a low loading (2 mol%) of silver carbonate as a catalyst. Instead of pressurised gaseous carbon dioxide, potassium bicarbonate was used as the source of carboxyl. An interesting solvent effect and a C-N cleavage side reaction with a 6-endo-dig mechanism are also discussed.
Preparation and characterization of laccases immobilized on magnetic nanoparticles and their application as a recyclable nanobiocatalyst for the aerobic oxidation of alcohols in the presence of TEMPO
Rouhani, Shamila,Rostami, Amin,Salimi, Abdollah
, p. 26709 - 26718 (2016)
Laccase from Trametes versicolor was immobilized on a modified magnetic nanoparticle (MNP-Laccase) through a covalent attachment method. The morphology, structure, magnetic property and chemical composition of the immobilized laccase (MNP-Laccase) were characterized using scanning electron microscopy (SEM), Fourier transform infrared spectroscopy (FT-IR), alternating gradient force magnetometry (AGFM), energy-dispersive X-ray spectroscopy (EDX) and thermogravimetric analysis (TGA) techniques. The MNPs-Laccase retained the activity and exhibited higher resistance to pH and temperature changes. We have used MNPs-Laccase as a magnetically recoverable nanobiocatalyst for the mild, environmentally friendly and selective aerobic oxidation of benzylic and allylic alcohols to corresponding aldehydes in the presence of TEMPO as a redox mediator at room temperature. The magnetic nanobiocatalyst was easily and rapidly recovered by applying an external magnet device and reused up to 6 reaction runs without considerable loss of reactivity.
Efficient catalytic systems based on cobalt for oxidation of ethylbenzene, cyclohexene and oximes in the presence of N-hydroxyphthalimide
Habibi,Faraji,Arshadi,Heydari,Gil
, p. 282 - 292 (2013)
The selective oxidation of ethylbenzene and cyclohexene to acetophenone and 2-cyclohexene-1-one using N-hydroxyphthalimide (NHPI) under oxygen atmosphere in the presence of an SiO2/Al2O3-supported cobalt catalyst occurs with conversions of 83 and 75% and selectivities of 99%. The supported cobalt is also a suitable and efficient catalyst for the oxidative deprotection of oximes to the corresponding carbonyl compounds. The reaction conditions have been optimized considering the effect of various parameters such as reaction time, amount of catalyst, temperature and reusability of the catalyst after several runs. Moreover, some possible mechanisms for the oxidation of ethylbenzene, cyclohexene and oximes have been proposed.
