98-98-6Relevant articles and documents
Base-Catalyzed Autoxidation of Weak Carbon Acids Using Poly(ethylene glycols) as Phase-Transfer Catalysts
Neumann, Ronny,Sasson, Yoel
, p. 1282 - 1284 (1984)
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The biosynthesis of caerulomycins in Streptomyces caeruleus. Isolation of a new caerulomycin and incorporation of picolinic acid and glycerol into caerulomycin A
Vining,McInnes,McCulloch,Smith,Walter
, p. 191 - 194 (1988)
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Copper(II)-Catalyzed Selective Para Amination of Arylamine with Pyrazole by C?H Functionalization
Xu, Jun,Du, Kui,Shen, Jiabin,Shen, Chao,Chai, Kejie,Zhang, Pengfei
, p. 3675 - 3679 (2018)
A coordinating activation strategy for selective para amination of arylamine with pyrazole is developed. Various substrates are compatible, giving the corresponding products in moderate to good yields. This strategy provides a practical solution for the efficient synthesis of arylamine-containing pharmacophores from simple starting materials. A single electron transfer mechanism is suggested for this reaction.
ANODIC OXIDATION OF 2-PICOLINE
Toomey, Joseph E.,Chaney, Gregory A.
, p. 697 - 704 (1991)
Concentrations, temperature, and current density for anodic oxidation of 2-picoline were optimized by using three statistically designed experiments.Criteria for optimization were chemical yield, current efficiency, space-time yield and rate of anode corrosion.
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Helbing,Viscontini
, p. 2284,2288 (1976)
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Use of bacteria for rapid, pH-neutral, hydrolysis of the model hydrophobic carboxylic acid ester p-nitrophenyl picolinate
Forest, Alexandra E.,Goldstine, Gordon G.,Murray, Sean R.,Schrodi, Yann
, p. 435 - 439,5 (2012)
Caulobacter crescentus, Escherichia coli and Bacillus subtilis cultures promote the hydrolysis of the model ester p-nitrophenyl picolinate (PNPP) at neutral pH with high efficiency. Hydrolysis is related to cell concentration, while the interaction of PNPP with both bacterial cells and their extracellular molecules is required for a maximum rate of PNPP hydrolysis in C. crescentus cultures. Furthermore, C. crescentus cultures hydrolyse PNPP at concentrations useful in synthetic chemistry.
Reactivity of secondary N-alkyl acrylamides in Morita–Baylis–Hillman reactions
Ahmar, Mohammed,Queneau, Yves,Verrier, Charlie,Yue, Xiaoyang
, p. 319 - 330 (2021/10/29)
The Morita–Baylis–Hillman (MBH) reaction of secondary N-alkyl acrylamides, discarded up to now from investigations of the scope of activated alkenes, was studied. Optimization of the reaction conditions revealed that a balance must be found between activation of the MBH coupling reaction and that of the undesired competitive aldehyde Cannizzaro reaction. Using 3-Hydroxyquinuclidine (3-HQD) in a 1:1 water-2-MeTHF mixture provides the appropriate conditions that were applicable to a wide range of diversely substituted secondary N-alkyl acrylamides and aromatic aldehydes, giving rise to novel amide-containing MBH adducts under mild and clean conditions.
Reaction Acceleration Promoted by Partial Solvation at the Gas/Solution Interface
Qiu, Lingqi,Wei, Zhenwei,Nie, Honggang,Cooks, R. Graham
, p. 1362 - 1365 (2021/09/14)
The kinetics of organic reactions of different types in microvolumes (droplets, thin films, and sealed tubes) show effects of gas/solution interfacial area, reaction molecularity and solvent polarity. Partial solvation at the gas/solution interface is a major contributor to the 104-fold reaction acceleration seen in bimolecular but not unimolecular reactions in microdroplets. Reaction acceleration can be used to manipulate selectivity by solvent choice.
Light and oxygen-enabled sodium trifluoromethanesulfinate-mediated selective oxidation of C-H bonds
Fu, Hua,Liu, Can,Liu, Yong,Yang, Haijun,Zhu, Xianjin
supporting information, p. 4357 - 4363 (2020/07/14)
Visible light-induced organic reactions are important chemical transformations in organic chemistry, and their efficiency highly depends on suitable photocatalysts. However, the commonly used photocatalysts are precious transition-metal complexes and elaborate organic dyes, which hamper large-scale production due to high cost. Here, for the first time, we report a novel strategy: light and oxygen-enabled sodium trifluoromethanesulfinate-mediated selective oxidation of C-H bonds, allowing high-value-added aromatic ketones and carboxylic acids to be easily prepared in high-to-excellent yields using readily available alkyl arenes, methyl arenes and aldehydes as materials. The mechanistic investigations showed that the treatment of inexpensive and readily available sodium trifluoromethanesulfinate with oxygen under irradiation of light could in situ form a pentacoordinate sulfide intermediate as an efficient photosensitizer. The method represents a highly efficient, economical and environmentally friendly strategy, and the light and oxygen-enabled sodium trifluoromethanesulfinate photocatalytic system represents a breakthrough in photochemistry. This journal is