3226-32-2Relevant academic research and scientific papers
Dearomatization-Rearomatization Strategy for ortho-Selective Alkylation of Phenols with Primary Alcohols
Yu, Jianjin,Li, Chao-Jun,Zeng, Huiying
supporting information, p. 4043 - 4048 (2020/12/18)
Phenols are common precursors and core structures of a variety of industrial chemicals ranging from pharmaceuticals to polymers. However, the synthesis of site-specifically substituted phenols is challenging, and thus the development of new methods for this purpose would be highly desirable. Reported here is a protocol for palladium-catalyzed ortho-selective alkylation reactions of phenols with primary alcohols by a dearomatization-rearomatization strategy, with water as the sole by-product. Various substituted phenols and primary alcohols were compatible with the standard reaction conditions. The detailed mechanism of this transformation was also investigated.
Palladium-catalyzed aerobic synthesis of: Ortho -substituted phenols from cyclohexanones and primary alcohols
Zeng, Huiying,Yu, Jianjin,Li, Chao-Jun
supporting information, p. 1239 - 1242 (2020/02/04)
Due to the importance of phenols as structural cores and precursors of chemical products, synthesis of site-specific substituted phenols is highly desirable and a significant challenge. An aerobic palladium-catalyzed site-specific synthesis of ortho-substituted phenols from cyclohexanones and primary alcohols via an oxidation/aldol/dehydration/aromatization process has been developed. Various substituted cyclohexanones and primary alcohols are successfully transformed into ortho-substituted phenols. In addition, this catalytic reaction uses air as the terminal oxidant and generates water as the sole by-product. Furthermore, the method can also be extended to polyhydroxyl substituted substrates with high chemoselectivity between primary and secondary alcohols. This method provides a greener tool for synthesizing primary alkyl ortho-substituted phenols.
Preparation method of ortho-alkylphenol
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Paragraph 0007; 0010, (2019/01/14)
The invention relates to a preparation method of ortho-alkylphenol. A 2-(2-alkylphenoxy) pyridine derivative is used as a raw material to prepare the ortho-alkylphenol. The reaction process includes:directly adding the 2-(2-alkylphenoxy) pyridine derivati
Benzofuran Trimers for Organic Electroluminescence
Anderson, Sally,Taylor, Peter N.,Verschoor, Geraldine L. B.
, p. 518 - 527 (2007/10/03)
Four linear benzofuran trimers have been prepared by a two-stage synthetic procedure. They were tested as materials for organic electroluminescence (OEL). Precursor phenylene ethynylene oligomers were formed in the first stage, then after removal of the p
Photochemistry of 3-substituted bicyclo[3.1.0]hex-3-en-2-ones. Regioselective synthesis of ortho-substituted phenols by Pauson-Khand reaction
Marchueta, Iolanda,Olivella, Santiago,Sola, Lluis,Moyano, Albert,Pericas, Miquel A.,Riera, Antoni
, p. 3197 - 3200 (2007/10/03)
(equation presented) 3-Substituted bicyclo[3.1.0]hex-3-en-2-ones 3, easily obtained by Pauson-Khand reaction between terminal alkynes and cyclopropene, have been quantitatively converted into ortho-substituted phenols 4 by irradiation with UV light (350 n
Metal cation-exchanged montmorillonite (Mn+-mont)-catalysed aromatic alkylation with aldehydes and ketones
Tateiwa, Jun-Ichi,Hayama, Ei,Nishimura, Takahiro,Uemura, Sakae
, p. 1923 - 1928 (2007/10/03)
The alkylation of aromatic compounds with aldehydes and ketones in the presence of a variety of metal cation-exchanged montmorillonites (Mn+-mont; Mn+ = Zr4+, Al3+, Fe3+, Zn2+, H+, Na+) has been investigated. Al3+- and Zr4+-Monts are revealed to be effective as catalysts, while no reaction takes place with Na+-mont. Al3+-Mont-catalysed alkylation of phenol with several aldehydes produces mainly or almost solely the corresponding gem-bis(hydroxyphenyl)alkanes (bisphenols) in good yields, while that with several ketones affords selectively the corresponding alkylphenols in moderate to good yields. The alkylation always occurs at the carbonyl carbon without any skeletal rearrangement and the kind of products depends much on the steric hindrance of an electrophilic intermediary carbocation. The alkylation of anisole, veratrole and p-cresol proceeds well, while that of toluene, benzene, chlorobenzene and nitrobenzene scarcely occurs.
Polycyclic phenols, alcohols and ketones from phenols, cyclic alcohols and cyclic ketones using a nickel oxide/manganese oxide/magnesium oxide catalyst in presence of at least one of hydrogen and nitrogen
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, (2008/06/13)
At least one of a polycyclic phenol, a polycyclic alcohol and a polycyclic ketone is produced under hydrogenation conditions using a nickel oxide/manganese oxide/magnesium oxide catalyst by subjecting at least one of a monocyclic ketone, a monocyclic alcohol and a monocyclic phenol to said conditions and said catalyst.
Conversion of alkyl and aryl hydroxy compounds producing aldehyde, alcohol and ketone using manganese oxide/nickel oxide/magnesium oxide catalysts
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, (2008/06/13)
Alkyl and aryl hydroxy compounds are converted to aldehydes, alcohols, and ketones in the presence of hydrogen using a catalyst comprised of the oxides of manganese, nickel and magnesium.
Xanthone-2-carboxylic acid compounds
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, (2008/06/13)
Novel xanthone-2-carboxylic acid compounds of the formula STR1 wherein A is selected from the group consisting of --COOR', a 1H-tetrazol-5-yl and a 1H-tetrazolylcarbamoyl, R' is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms and cation of a non-toxic, pharmaceutically acceptable organic or inorganic base, R is selected from the group consisting of hydrogen, alkyl of 1 to 9 carbon atoms, alkoxy of 1 to 9 carbon atoms and alkoxy alkoxy of 2 to 9 carbon atoms and X is selected from the group consisting of STR2 AND STR3 WHEREIN R1 is alkyl of 1 to 5 carbon atoms, R2 is selected from the group consisting of hydrogen, acyl of an aliphatic acid of 1 to 5 carbon atoms, aroyl of 7 to 8 carbon atoms, araliphatic acyl with 1 to 5 carbon atoms in the aliphatic portion and 6 or 7 carbon atoms in the aryl portion, aralkyl of 7 to 8 carbon atoms, arylsulfonyl, a carbamoyl, a carboxyalkyl of 1 to 5 carbon atoms, --CO--(CH2)n -- Het where n is 1, 2 or 3 and Het is a N-attached nitrogen heterocyclic which may contain an additional heteroatom and STR4 AND Alk is alkyl of 1 to 5 carbon atoms and R3 is arylsulfonyl which possess anti-allergic properties and their preparation.
