122-46-3Relevant articles and documents
STRUCTURE-REACTIVITY CORRELATION IN THE PYRIDINOLYSIS OF SUBSTITUTED PHENYL ACETATES
Yoh, Soo-Dong,Kang, Joong-Kyu,Kim, Sung-Hong
, p. 2167 - 2174 (1988)
The pyridinolysis of substituted phenyl acetates in acetonitrile was investigated with an electric conductivity method.The rates of these reactions were increased with electron-donating group in pyridine and electron-withdrawing group in phenyl acetate. ρX (X;substituents in phenyl ring) values increase gradually according to the electron-donating ability in pyridine substituents, but the /ρY/ (Y;substituents in pyridine ring) values decrease with that of substituents.The β values increase with increasing electron-withdrawing ability of the substituents in the phenyl ring, it can be inferred that N---C bond formation increases progressively p-methyl to p-nitrophenyl acetates.This is in agreement with prediction of substituent effects for a simple SN2 displacement reaction.The sensitivity parameters, β and ρ, are inter-related and are themselves sensitive to the reactivity of the system.All above results are interpreted in terms of a dissociative SN2 mechanism involving a metastable tetrahedral intermediate.
Tri-3-(2-butyl)-6-methylsalicylide. A Novel, Versatile Tri-o-thymotide-Based Clathrate Host Having Chiral Centers
Gnaim, Jallal M.,Green, Bernard S.,Arad-Yellin, Rina,Vyas, K.,Levy, Judith T.,et al.
, p. 1915 - 1916 (1992)
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P2O5/SiO2 as an efficient reagent for esterification of phenols in dry media
Eshghi,Rafei,Karimi
, p. 771 - 774 (2001)
A simple and efficient method for esterification of carboxylic acid with phenols using P2O5/SiO2 reagent in dry media is reported.
Palladium-Catalyzed Desilylative Acyloxylation of Silicon-Carbon Bonds on (Trimethylsilyl)arenes: Synthesis of Phenol Derivatives from Trimethylsilylarenes
Gondo, Keisuke,Oyamada, Juzo,Kitamura, Tsugio
, p. 4778 - 4781 (2015)
A strategy for desilylative acetoxylation of (trimethylsilyl)arenes has been developed in which (trimethylsilyl)arenes are converted into acetoxyarenes. The direct acetoxylation is performed in the presence of 5 mol % of Pd(OAc)2 and PhI(OCOCF3)2 (1.5 equiv) in AcOH at 80°C for 17 h. The acetoxyarenes are obtained in good to high yields (67-98%). The synthetic utility is demonstrated with a one-pot transformation of (trimethylsilyl)arenes to phenols by successive acetoxylation and hydrolysis. Furthermore, desilylative acyloxylation of 2-(trimethylsilyl)naphthalene using several carboxylic acids has been conducted.
PtII and PdII complexes with a trans-chelating bis(pyridyl) ligand
Wang, Nan,McCormick, Theresa M.,Ko, Soo-Byung,Wang, Suning
, p. 4463 - 4469 (2012)
An atropisomeric bis(pyridyl) chelate ligand bis{3,3'-[N-Ph-2-(2'-py) indolyl]} (bpib) has been found to readily form trans-chelating PdII and PtII complexes. Two such complexes, Pt(bpib)Cl2 and Pd(bpib)Cl2 have
Palladium(II) acetate catalyzed aromatic substitution reaction
Stock, Leon M.,Tse, Kwok-Tuen,Vorvick, Linda J.,Walstrum, Steven A.
, p. 1757 - 1759 (1981)
Relative rate measurements indicate that the palladation reaction, although nonselective, adheres to the selectivity relationship for electrophilic aromatic substitution. Kinetic isotope effects and the dependence of the rate on oxidant concentration implicate arylpalladium(II) and arylpalladium(IV) compounds as intermediates in the reactions leading to biaryls and aryl acetates.
Method for promoting acylation of amine or alcohol by carbon dioxide
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Paragraph 0034-0035, (2021/05/29)
The invention relates to a method for promoting acylation of amine or alcohol by carbon dioxide, which comprises the following steps of: mixing an amine compound, carboxylate or thiocarboxylate compound and a reaction solvent under the action of carbon dioxide, and reacting to obtain an amide compound, or under the action of carbon dioxide, mixing the alcohol compound, the thiocarboxylate compound and the reaction solvent [gamma]-valerolactone, and reacting to obtain the ester compound. According to the invention, under the promotion action of carbon dioxide, carboxylate or thiocarboxylate is used as an acylation reagent, and amine and alcohol are converted into amide and ester compounds in the absence of a transition metal catalyst, so that acylation reagents such as acyl chloride or anhydride with irritation and corrosivity are avoided; and the method has the advantages of simple operation, mild reaction conditions, high tolerance of substrate functional groups, strong applicability and high yield, and provides an efficient, reliable and economical preparation method for synthesis of amide and ester compounds.
Unprecedented acetylation of phenols using a catalytic amount of magnesium powder
Bajracharya, Gan B.,Shrestha, Suryaman Sama
supporting information, p. 1688 - 1693 (2018/06/15)
The acetylation of phenols with acetic anhydride was achieved using a catalytic amount of magnesium metal powder under air and solvent-free conditions to afford corresponding phenyl acetates in excellent yield (up to 98%).
