26838-86-8Relevant academic research and scientific papers
Kinetic and mechanistic studies on quinuclidinolysis of Y-substituted-phenyl picolinates: Effect of amine nature on reactivity and transition- state structure
Um, Ik-Hwan,Kim, Min-Young,Kang, Yeseul
, p. 1405 - 1410 (2015)
Second-order rate constants (kN) have been measured spectrophotometrically for reactions of Y-substitutedphenyl picolinates (7a-7i) with a series of quinuclidines in 80 mol% H2O/20 mol% DMSO at 25.0 ± 0.1 °C. The Bronsted-type plot f
Copper-Catalyzed Electrochemical C-H Amination of Arenes with Secondary Amines
Yang, Qi-Liang,Wang, Xiang-Yang,Lu, Jia-Yan,Zhang, Li-Pu,Fang, Ping,Mei, Tian-Sheng
, p. 11487 - 11494 (2018/09/13)
Electrochemical oxidation represents an environmentally friendly solution to conventional methods that require caustic stoichiometric chemical oxidants. However, C-H functionalizations merging transition-metal catalysis and electrochemical techniques are, to date, largely confined to the use of precious metals and divided cells. Herein, we report the first examples of copper-catalyzed electrochemical C-H aminations of arenes at room temperature using undivided electrochemical cells, thereby providing a practical solution for the construction of arylamines. The use of n-Bu4NI as a redox mediator is crucial for this transformation. On the basis of mechanistic studies including kinetic profiles, isotope effects, cyclic voltammetric analyses, and radical inhibition experiments, the reaction appears to proceed via a single-electron-transfer (SET) process, and a high valent Cu(III) species is likely involved. These findings provide a new avenue for transition-metal-catalyzed electrochemical C-H functionalization reactions using redox mediators.
Method of coupling, and the coupling method using the aromatic group-substituted heterocyclic compound
-
Paragraph 0202-0207, (2020/09/17)
Provided is an easy method (coupling method) capable of easily synthesizing a compound group in which aromatic molecules and aromatic molecules are coupled, a compound group in which aromatic molecules and alkene molecules are coupled, and the like without producing halogen waste and without the need to use scarce and expensive palladium. A compound (A) shown by general formula (A): Ar-H and a compound (B1) shown by general formula (B1): RaOCO-Ar', a compound (B2) shown by general formula (B2): RbCH=C(Ar")2, or a compound (B3) shown by general formula (B3): RcOCOCH=C(Ar")2 are reacted in the presence of a nickel compound.
Metal-Free O-Arylation of Carboxylic Acid by Active Diaryliodonium(III) Intermediates Generated in situ from Iodosoarenes
Dohi, Toshifumi,Koseki, Daichi,Sumida, Kohei,Okada, Kana,Mizuno, Serina,Kato, Asami,Morimoto, Koji,Kita, Yasuyuki
, p. 3503 - 3508 (2017/09/13)
The metal-free arylative coupling of carboxylic acids using iodosoarenes without the use of a catalyst and base, which is applicable to even a highly-polar molecule bearing multiple alcohol groups, is reported. The in situ preparation of the reactive diaryliodonium(III) carboxylates is the important key to this approach, and the introduction of the trimethoxybenzene auxiliary enables both the smooth salt formations and the selective aryl transfer events during the couplings. (Figure presented.).
N-(3,5-dimethyladamantane-1-yl)-N'-substituted phenylurea compound as well as preparation method and application thereof
-
Paragraph 0072; 0073; 0120; 0121, (2017/12/28)
The invention belongs to the technical field of medicinal chemistry, in particular to N-(3,5-dimethyladamantane-1-yl)-N'-substituted phenylurea compounds as well as preparation methods and application thereof. The compounds have the structure shown in the formula I. The compounds are proved that the compounds can improve the image recognition memory, the working and learning memory, the spatial learning and memory ability of model rats and has good anti-alzheimer effects by the new object discrimination experiments, Y-maze experiments, positioning navigation and space exploration experiments in mats. The formula I is shown in the description.
Mechanistic Insight into Weak Base-Catalyzed Generation of Carbon Monoxide from Phenyl Formate and Its Application to Catalytic Carbonylation at Room Temperature without Use of External Carbon Monoxide Gas
Konishi, Hideyuki,Matsubara, Mika,Mori, Keisuke,Tokiwa, Takaki,Arulmozhiraja, Sundaram,Yamamoto, Yuta,Ishikawa, Yoshinobu,Hashimoto, Hiroshi,Shigeta, Yasuteru,Tokiwa, Hiroaki,Manabe, Kei
supporting information, p. 3592 - 3601 (2017/10/24)
The mechanisms of the weak base-catalyzed generation of carbon monoxide (CO) and phenol from phenyl formate were investigated by experimental and theoretical methods. Kinetic studies revealed a first-order reaction in both phenyl formate and the base. The reaction was found to proceed by an E2 α-elimination pathway, which involves the abstraction of the formyl proton of phenyl formate, simultaneously generating CO and phenoxide. The reaction rate was affected by the substituents on phenyl formate, the polarity of solvents, and the basicity of bases. The mechanistic insight obtained from these studies permitted the chemical control of the rate of CO generation, which was the key to the development of the external CO-free Pd-catalyzed phenoxycarbonylation of haloarenes at room temperature. Because of the mild reaction conditions and wide substrate scope, this phenoxycarbonylation constitutes a general, safe, and practical method to synthesize arenecarboxylic acid esters. (Figure presented.).
Method of converting amide and urea into ester
-
Paragraph 0060-0062, (2017/08/30)
The invention provides a method of converting amide and urea into ester. In the method, different types of amide and urea are used as substrate, alcohol or phenol is used as nucleophile, iron salt is used as catalyst, and acid is used as additive, the conversion of amide and urea into ester is achieved under a mild condition. The method is characterized in that cheap iron salt is used as the catalyst, the commercialized amide, urea, and alcohol are used as the substrate, and the conversion of amide to ester is achieved in one step. The method has the advantages that the reaction condition is mild, the raw materials are cheap and easy to obtain, the reaction substrate is wide in adaptability, the selectivity and yield of the product are very high, the product is green and environmentally friendly and the like, and the method has good prospects for industrial applications.
The light-emitting compound and use this light-emitting compound of the organic light emitting diode device
-
, (2017/04/11)
An embodiment of the present invention provides an emitting compound of following formula: wherein “A” is represented by and “B” is represented by
Kinetic study on alkaline hydrolysis of Y-substituted phenyl picolinates: Effects of modification of nonleaving group from benzoyl to picolinyl on reactivity and reaction mechanism
Kim, Myung-Joo,Kim, Min-Young,Um, Ik-Hwan
, p. 1138 - 1142 (2015/07/15)
Second-order rate constants (kOH-) for alkaline hydrolysis of Y-substituted phenyl picolinates (6a-6i) have been measured spectrophotometrically. A linear Bronsted-type plot is obtained with βlg = -0.34, which is typical for reactions reported previously to proceed through a stepwise mechanism with formation of an addition intermediate being the rate-determining step (RDS). However, σYo constants result in a much poorer Hammett correlation than σY- constants. Furthermore, the Yukawa-Tsuno plot exhibits an excellent linear correlation with ρY = 0.82 and r = 0.72, indicating that a negative charge develops partially on the O atom of the leaving group in the RDS. Thus, the reactions have been concluded to proceed through a forced concerted mechanism with a highly unstable intermediate 7. Comparison of the current kinetic data with those reported previously for the corresponding reactions of Y-substituted phenyl benzoates has revealed that modification of the nonleaving group from benzoyl to picolinyl causes not only an increase in reactivity but also a change in the reaction mechanism (i.e., from a stepwise mechanism to a forced concerted pathway).
Nickel-Catalyzed Decarbonylative Coupling of Aryl Esters and Arylboronic Acids
Laberge, Nicole A.,Love, Jennifer A.
supporting information, p. 5546 - 5553 (2015/09/01)
A variety of functionalized biaryls can be accessed by coupling aryl and heteroaryl esters with boronic acids in Suzuki-Miyaura-type decarbonylative cross-coupling catalyzed by an affordable catalyst system composed of Ni(cod)2 and PCy3. The methodology is tolerant of a variety of functional groups and presents an attractive alternative to the use of palladium catalysis currently used in industry to acquire such bis(hetero)aryls, but also reveals challenges associated with nickel catalysis of esters in cross-coupling chemistry.
