5670-79-1Relevant academic research and scientific papers
Proton or Carbene Transfer? On the Dark and Light Reaction of Diazoalkanes with Alcohols
Empel, Claire,He, Feifei,Jana, Sripati,Koenigs, Rene M.,Pei, Chao
, (2022/02/21)
The formal alkylation reaction of OH groups with diazoalkanes under catalyst-free reaction conditions finds broad application in organic synthesis. However, even today, this reaction is mainly limited to the use of diazomethane as reaction partner. In thi
Practical preparation of diphenylmethyl ethers from 2-diphenylmethoxypyridine using catalytic iron(III) chloride
Tran, Van Hieu,La, Minh Thanh,Kim, Hee-Kwon
, p. 6221 - 6228 (2019/07/04)
A novel facile synthetic method for producing diphenylmethyl (DPM) ethers from 2-diphenylmethoxypyridine was developed. A variety of DPM ethers was successfully achieved with high yield via treatment of alcohols with 2-diphenylmethoxypyridine in the presence of catalytic FeCl3. The procedure is a practical and efficient synthetic procedure to protect various alcohols, and it can be applied to prepare bioactive compounds.
Aryl Boronic Acid Catalysed Dehydrative Substitution of Benzylic Alcohols for C?O Bond Formation
Estopi?á-Durán, Susana,Donnelly, Liam J.,Mclean, Euan B.,Hockin, Bryony M.,Slawin, Alexandra M. Z.,Taylor, James E.
supporting information, p. 3950 - 3956 (2019/02/16)
A combination of pentafluorophenylboronic acid and oxalic acid catalyses the dehydrative substitution of benzylic alcohols with a second alcohol to form new C?O bonds. This method has been applied to the intermolecular substitution of benzylic alcohols to form symmetrical ethers, intramolecular cyclisations of diols to form aryl-substituted tetrahydrofuran and tetrahydropyran derivatives, and intermolecular crossed-etherification reactions between two different alcohols. Mechanistic control experiments have identified a potential catalytic intermediate formed between the aryl boronic acid and oxalic acid.
An Efficient Ga(OTf)3/Isopropanol Catalytic System for Direct Reduction of Benzylic Alcohols
Sai, Masahiro
supporting information, p. 4330 - 4335 (2018/10/15)
This study aims to report the first gallium-catalyzed direct reduction of benzylic alcohols using isopropanol as a reductant. The reaction proceeds via gallium catalyst-assisted hydride transfer of the in situ-generated benzylic isopropyl ether. The method generates only water and acetone as byproducts and thus provides an atom-economic and environmentally friendly approach to the synthesis of di- and triarylmethanes, which are important substructures in various bioactive compounds and functional materials. (Figure presented.).
B(C6F5)3 catalyzed direct nucleophilic substitution of benzylic alcohols: an effective method of constructing C-O, C-S and C-C bonds from benzylic alcohols
Meng, Shan-Shui,Wang, Qian,Huang, Gong-Bin,Lin, Li-Rong,Zhao, Jun-Ling,Chan, Albert S. C.
, p. 30946 - 30949 (2018/09/13)
An efficient and general method of nucleophilic substitution of benzylic alcohols catalyzed by non-metallic Lewis acid B(C6F5)3 was developed. The reaction could be carried out under mild conditions and more than 35 exampl
Method for catalyzing etherification of benzyl alcohol compounds
-
Paragraph 0035; 0036; 0037, (2018/11/22)
The invention belongs to the field of organic synthesis and discloses a method for catalyzing the etherification of benzyl alcohol compounds. The benzyl alcohol compounds are mixed with an alcohol compound A, and a solvent and tripentafluorophenylborane s
Boron Trifluoride?Diethyl Ether-Catalyzed Etherification of Alcohols: A Metal-Free Pathway to Diphenylmethyl Ethers
Li, Jiaqiang,Zhang, Xiaohui,Shen, Hang,Liu, Qing,Pan, Jing,Hu, Wen,Xiong, Yan,Chen, Changguo
, p. 3115 - 3120 (2015/11/03)
A novel boron trifluoride?diethyl ether (BF3?OEt2)-catalyzed etherification procedure has been developed in which primary and secondary alcohols are easily converted into diphenylmethyl ethers with yields of up to 99%.
Carbenoid Etherifications catalyzed by "green" silver nanoparticles and iron-copper nanoparticles
Garcia, Marco A.,Garcia-Munoz, Angel,Pena, Josue A.,Trujillo-Reyes, Jessica,Morales-Luckie, Raul A.,Avalos-Borja, Miguel,Vilchis-Nestor, Alfredo R.,Sanchez-Mendieta, Victor,Corona, David,Cuevas-Yanez, Erick
experimental part, p. 2 - 6 (2012/07/16)
Etherfication products were obtained from sodium salts of p-toluenesulfonylhydrazones in alcohol solutions at reflux temperature on treatment with catalytic amounts of iron-copper nanoparticles, and silver nanoparticles, which were prepared from Camellia
Rapid formation of diphenylmethyl ethers and thioethers using microwave irradiation and protic ionic liquids
Altimari, Jarrad M.,Delaney, Joshua P.,Servinis, Linden,Squire, Jennifer S.,Thornton, Megan T.,Khosa, Simren K.,Long, Benjamin M.,Johnstone, Mark D.,Fleming, Cassandra L.,Pfeffer, Frederick M.,Hickey, Shane M.,Wride, Matthew P.,Ashton, Trent D.,Fox, Bronwyn L.,Byrne, Nolene,Henderson, Luke C.
supporting information; experimental part, p. 2035 - 2039 (2012/07/17)
Using microwave irradiation and protic ionic liquids (pIL) as co-solvent and catalyst for the synthesis of several diphenylmethyl ethers was achieved. The desired ethers were isolated simply by filtration through a silica plug to remove the pIL and proceeded in high yields (60-98%). These reactions were extremely rapid (10-30 min) and occurred under mild conditions (80 °C). This protocol was also successfully applied to the synthesis of thioethers.
Water compatible gold(III)-catalysed synthesis of unsymmetrical ethers from alcohols
Cuenca, Ana B.,Mancha, Gisela,Asensio, Gregorio,Medio-Simon, Mercedes
experimental part, p. 1518 - 1523 (2009/04/04)
An efficient and broad-scoped method for the preparation of unsymmetrical ethers from alcohols catalysed by the simplest and least expensive gold catalyst, NaAuCl4, is described for the first time. The procedure enables the etherification of benzylic and tertiary alcohols with moderate to good yields under mild conditions with low catalyst loading. Symmetrical ethers, the usual side products in the etherification of alcohols, were not detected in this case. The formation of the racemic ether from a chiral benzyl alcohol suggests the intermediacy of a carbocation, which has not previously been postulated for gold-catalysed reactions involving alcohols.
