42604-09-1Relevant articles and documents
Polyfluoroaryl substituted alkane and preparation method thereof
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Paragraph 0057; 0062, (2021/07/08)
The invention discloses polyfluoroaryl substituted alkane and a preparation method thereof, and belongs to the field of organic synthesis. The invention solves the problem that the existing synthesis of polyfluoroaryl substituted alkane needs metal catalysis, high temperature, no water, no oxygen and other harsh reaction conditions. The structural general formula of the polyfluoroaryl substituted alkane is shown in the specification. The method comprises the following steps of: adding polyfluorinated aromatic hydrocarbon, MOM protected alcohol, an Ir(ppy)3 photocatalyst, anhydrous potassium carbonate and ethyl 2-mercaptopropionate into an organic solvent at room temperature, uniformly mixing, carrying out illumination reaction, removing the solvent through reduced pressure distillation, and carrying out silica gel column chromatography separation and purification to obtain the polyfluoroaryl substituted alkane.
Electrochemical methoxymethylation of alcohols-a new, green and safe approach for the preparation of MOM ethers and other acetals
Luo, Xiya,Ma, Xiaofeng,Lebreux, Frédéric,Markó, István E.,Lam, Kevin
supporting information, p. 9969 - 9972 (2018/09/11)
A new, green, safe, cost-effective and highly efficient electrochemical approach for the methoxymethylation of alcohols and phenols was successfully developed. The methodology was also applied to the synthesis of substituted acetals.
P4VPy–CuO nanoparticles as a novel and reusable catalyst: application at the protection of alcohols, phenols and amines
Shirini, Farhad,Fallah-Shojaei, Abdollah,Abedini, Masoumeh,Samavi, Laleh
, p. 1699 - 1712 (2016/07/27)
P4VPy–CuO nanoparticles were synthesized using ultrasound irradiations. Relevant properties of the synthesized nanoparticles were investigated by X-ray diffraction, scanning electron microscopy, transmission electron microscopy and Fourier transform infrared spectroscopy. After identification, the prepared reagent was used for the promotion of different types of protection reactions of alcohols, phenols and amines. Easy workup, short reaction times, excellent yields, relatively low cost and reusability of the catalyst are the striking features of the reported methods.
Expanded substrate scope and improved reactivity of ether-forming cross-coupling reactions of organotrifluoroborates and acetals
Vo, Cam-Van T.,Mitchell, T. Andrew,Bode, Jeffrey W.
supporting information; experimental part, p. 14082 - 14089 (2011/10/12)
Mixed acetals and organotrifluoroborates undergo BF3· OEt2-promoted cross-couplings to give dialkyl ethers under simple, mild conditions. A survey of reaction partners identified a hydroxamate leaving group that improves the regioselectivity and product yield in the BF 3·OEt2-promoted coupling reaction of mixed acetals and potassium alkynyl-, alkenyl-, aryl- and heteroaryltrifluoroborates to access substituted dialkyl ethers. This leaving group enables the reaction to proceed rapidly under mild conditions (0 °C, 5-60 min) and permits reactions with electron-deficient potassium aryltrifluoroborates that are less reactive with other acetal substrates. A study of the reaction mechanism and characterization of key intermediates by NMR spectroscopy and X-ray crystallography identified a role for the hydroxamate moiety as a reversible leaving group that serves to stabilize the key oxocarbenium intermediate and the need for a slight excess of organodifluoroborane to serve as a catalyst. A secondary role for the boron nucleophile as an activating ligand was also considered. These studies provide the basis for a general class of reagents that lead to dialkyl ethers by a simple, predictable cross-coupling reaction.
Highly efficient and selective methoxymethylation of alcohols and phenols catalyzed by reusable ZrO(OTf)2 under solvent-free conditions
Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah,Mohammadpoor-Baltork, Iraj,Khajehzadeh, Mostafa
experimental part, p. 641 - 647 (2011/05/04)
Different primary, secondary, and tertiary alcohols were efficiently converted to their corresponding methoxymethyl ethers with formaldehyde dimethyl acetal in the presence of catalytic amounts of ZrO(OTf)2 at room temperature. Phenols were als
Metal hydrogen sulfates catalyzed methoxymethylation of alcohols under solvent-free conditions
Niknam, Khodabakhsh,Zolfigol, Mohammad Ali,Shayegh, Mohsen,Zare, Reza
, p. 1067 - 1073 (2008/02/13)
Methoxymethylation of a variety of alcohols was performed by using formaldehyde dimethoxy acetal in the presence of metal hydrogen sulfate M(HSO4)n at room temperature and solvent-free conditions. The methoxymethyl ethers (MOM-ethers
Molybdatophosphoric acid as a catalyst for the methoxymethylation of alcohols under solvent-free conditions
Zolfigol, Mohammad Ali,Shiri, Morteza
, p. 165 - 166 (2007/10/03)
The methoxymethylation of alcohols was performed using formaldehyde dimethoxy acetal in the presence of H3PMo12O 40·xH2O at room temperature under solvent-free conditions.
Efficient and selective formation of mixed acetals by Nafion-H SAC-13 silica nanocomposite solid acid catalyst
Ledneczki, Istvan,Molnar, Arpad
, p. 3683 - 3690 (2007/10/03)
Various types of hydroxy compounds can readily be converted to the corresponding mixed acetals with dialkoxymethanes in the presence of SAC-13 solid superacid. The transformation is almost instantaneous, product acetals are isolated in good to excellent yields, and the catalyst can be reused with minor loss of activity. Comparative studies were also carried out with p-toluenesulfonic acid and BF3·OEt2.
TiO2/SO42-, an efficient catalyst for the methoxymethylation of alcohols
Jin, Tong-Shou,Guo, Jun-Jie,Yin, Ya-Hui,Zhang, Su-Ling,Li, Tong-Shuang
, p. 188 - 189 (2007/10/03)
Methoxymethylation of primary and secondary alcohols with dimethoxymethane has afforded the corresponding methoxymethyl ethers in good to high yields in the presence of TiO2/SO42- solid superacid.
A facile preparation of methoxymethyl ethers of primary and secondary alcohols with dimethoxymethane catalysed by expansive graphite
Jin, Tong-Shou,Li, Tong-Shuang,Gao, Yong-Tao
, p. 837 - 841 (2007/10/03)
An easy preparation of methoxymethyl ethers of primary and secondary alcohols with dimethoxymethane has been carried out in excellent yield under catalysis of expansive graphite.
