2937-64-6Relevant academic research and scientific papers
BENZYLATED PHENANTHRENES FROM EULOPHIA NUDA
Tuchinda, Patoomratana,Udchachon, Jinda,Khumtaveeporn, Kanjai,Taylor, Walter C.
, p. 2463 - 2466 (1989)
From the tubers of Eulophia nuda, further phenanthrene derivatives have been isolated: 9,10-dihydro-1-(4'-hydroxybenzyl)-4,7-dimethoxyphenanthene-2,8-diol, 1-(4'-hydroxybenzyl)-4,8-dimethoxyphenanthrene-2,7-diol.In addition, 3,4'-dihydroxy-3',5,5'-trimethoxybibenzyl and bis(4-hydroxybenzyl) ether were obtained.The structures were assigned by spectroscopic methods.The structure of the penultimate compound mentioned above was also confirmed by synthesis.Key Word Index-Eulophia nuda; Orhidaceae; benzylated phenanthrenes; bibenzyls.
Na 2 CO 3-Catalyzed O-Acylation of Phenols for the Synthesis of Aryl Carboxylates with Use of Alkenyl Carboxylates
Zhou, Xiao-Yu,Chen, Xia
supporting information, p. 2321 - 2325 (2018/10/20)
Inorganic base-catalyzed O-acylation of phenol and its derivatives has been developed. The procedure provides an efficient catalysis system for the preparation of aryl carboxylates with alkenyl carboxylates as acyl reagents. The reaction proceeded smoothly by using ?-Na 2 CO 3 as the catalyst in MeCN to produce the corresponding aryl carboxylates in good to excellent yields.
Highly efficient and recyclable acetylation of phenols and alcohols by nickel zirconium phosphate under solvent-free conditions
Hajipour, Abdol Reza,Karimi, Hirbod,Kohi, Afshin
, p. 55 - 64 (2016/01/09)
Nickel zirconium phosphate nanoparticles have been used as an efficient catalyst for the acetylation of a wide range of alcohols and phenols with acetic anhydride in good to excellent yields under solvent-free conditions. The steric and electronic properties of the different substrates had a significant influence on the reaction conditions required to achieve the acetylation. The catalyst used in the current study was characterized by inductively coupled plasma optical emission spectroscopy, X-ray diffraction, N2 adsorption-desorption, scanning electron microscopy, and transmission electron microscopy. This nanocatalyst could also be recovered and reused at least six times without any discernible decrease in its catalytic activity.
Acetylation of alcohols and phenols under solvent-free conditions using iron zirconium phosphate
Hajipour, Abdol R.,Karimi, Hirbod,Masti, Amir
, p. 595 - 602 (2015/09/28)
Iron zirconium phosphate (ZPFe) nanoparticles were found to function as an efficient catalyst for the acetylation of a wide range of alcohols and phenols using acetic anhydride, generating good to excellent yields under solvent-free conditions. The steric and electronic properties of various substrates had a significant influence on the reaction conditions required to achieve the acetylation. The catalyst used in the current study was characterized by inductively coupled plasma-optical emission spectrometry, X-ray diffraction, N2 adsorption-desorption, scanning electron microscopy, and transmission electron microscopy. These analyses revealed that the interlayer distance in the catalyst increased from 7.5 to 9.3 ? when Fe3+ was intercalated between the layers, whereas the crystallinity of the material was reduced. This nanocatalyst could also be recovered and reused at least six times without any discernible decrease in its catalytic activity. This new method for the acetylation of alcohols and phenols has several important advantages, including mild and environmentally friendly reaction conditions, as well as good to excellent yields and a facile work-up.
Catalysis of reaction between ozone and 4-hydroxytoluene in acetic anhydride
Galstyan, A. G.,Sedykh, A. A.,Galstyan, G. A.
, p. 1510 - 1514 (2014/12/10)
Kinetics and products of 4-hydroxytoluene oxidation with ozone-air mixture in the presence of transition metal acetates as catalysts have been studied. Main steps of the catalytic series have been considered, and a mechanism of redox catalysis has been proposed which conforms to the experimental data and enables control over the direction, depth, and selectivity of the oxidation. Only manganese(II) acetate has been found to exhibit high catalytic activity in the presence of catalytic amounts of mineral acids. Manganese(II) acetate largely suppresses electrophilic reaction of ozone with the aromatic ring, so that the main reaction direction is oxidation of the methyl group with formation of 4-acetoxybenzyl acetate as the major product (62.6%) and 4-acetoxybenzylidene diacetate as a minor one (10.2%).
Acetylation of alcohols and phenols under solvent-free conditions using copper zirconium phosphate
Hajipour, Abdol R.,Karimi, Hirbod
, p. 1982 - 1989 (2015/09/28)
Copper zirconium phosphate nanoparticles have been used as an efficient catalyst for the acetylation of a wide range of alcohols and phenols with acetic anhydride in good to excellent yields under solvent-free conditions. The steric and electronic properties of the different substrates had a significant influence on the reaction conditions required to achieve the acetylation. The catalyst used in the current study was characterized by inductively-coupled plasma optical emission spectroscopy, energy dispersive spectroscopy, X-ray diffraction, N2 adsorption-desorption, scanning electron microscopy, and transmission electron microscopy. These analyses revealed that the interlayer distance in the catalyst increased from 7.5 to 8.0 ? when Cu2+ was intercalated between the layers, whereas the crystallinity of the material was reduced. This nanocatalyst could also be recovered and reused at least six times without any discernible decrease in its catalytic activity. This new method for the acetylation of alcohols and phenols has several key advantages, including mild and environmentally friendly reaction conditions, as well as good to excellent yields and a facile work-up.
Facile synthesis of diarylmethanes via quinone methides
Tangdenpaisal, Kassrin,Phakhodee, Wong,Ruchirawat, Somsak,Ploypradith, Poonsakdi
, p. 933 - 941 (2013/07/25)
A novel acid-mediated generation of quinone methides followed by nucleophilic addition of electronrich aromatic compounds to furnish diarylmethanes has been developed. A wide range of electronrich aromatic compounds including some heterocycles can be employed for this reaction to provide the corresponding diarylmethanes in good yields and regioselectivities.
Selective acylation of the phenolic hydroxyl of (hydroxyalkyl)phenols by using vinyl carboxylates as acyl donors in the presence of rubidium fluoride
Miyazawa, Toshifumi,Yamamoto, Masato,Danjo, Hiroshi
, p. 1351 - 1354 (2013/10/01)
Highly selective acylation of the phenolic hydroxy group can be achieved with (hydroxyalkyl)phenols carrying both alcoholic and phenolic hydroxyls by the use of vinyl carboxylates as acyl donors in the presence of rubidium fluoride.
Electron-deficient [TiIV(salophen)(OTf)2]: A new and highly efficient catalyst for the acetylation of alcohols and phenols with acetic anhydride
Yadegari, Maryam,Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah,Mohammadpoor-Baltork, Iraj
experimental part, p. 2237 - 2243 (2011/10/03)
In the present work, a highly efficient method for acetylation of alcohols and phenols with acetic anhydride catalyzed by high-valent [Ti IV(salophen)(OTf)2] is reported. Under these conditions, primary, secondary and tertiary alcohols as well as phenols were acetylated with short reaction times and high yields. The catalyst was reused several times without loss of its catalytic activity.
Liquid-phase reactions of isomeric methylphenols with ozone
Galstyan
scheme or table, p. 15 - 19 (2010/05/01)
Ozonation of isomeric methylphenols in acetic anhydride was studied. Here, acetic anhydride acts simultaneously as solvent and acylating agent. In the presence of a mineral acid methylphenols were converted into methylphenyl acetates during preparation of solutions for ozonation. The major products in the oxidation of isomeric methylphenyl acetates with ozone were aliphatic peroxides (80-90%); oxidation of the methyl group gave rise to the corresponding acetoxybenzyl acetates (7-14%) and acetoxybenzylidene diacetates (3-6%). A probable scheme for the liquid-phase oxidation of methylphenyl acetates with ozone in acetic anhydride was proposed.
