26767-17-9Relevant academic research and scientific papers
Synthesis of α-Keto Acids via Oxidation of Alkenes Catalyzed by a Bifunctional Iron Nanocomposite
Song, Tao,Ma, Zhiming,Wang, Xiaoxue,Yang, Yong
supporting information, p. 5917 - 5921 (2021/07/31)
An efficient methodology for synthesis of α-keto acids via oxidation of alkenes using TBHP as oxidant catalyzed by a bifunctional iron nanocomposite has been established. A variety of alkenes with different functional groups were smoothly oxidized into their corresponding α-keto acids in up to 80% yield. Moreover, the bifunctional iron nanocomposite catalyst showed outstanding catalytic stability for successive recycles without appreciable loss of activity.
Minisci aroylation of N-heterocycles using choline persulfate in water under mild conditions
Hunjan, Mandeep Kaur,Laha, Joydev K.,Tinwala, Ummehani
, p. 22853 - 22859 (2021/12/24)
Metal persulfate mediated thermal oxidative organic transformations invariably require a higher temperature and frequently use an organic solvent. The objective of this work was to develop persulfate mediated oxidative transformations that can be performed nearly at room temperature using water as a solvent. This report describes modified Minisci aroylation of isoquinolines with arylglyoxylic acids using choline persulfate and its pre-composition (choline acetate and K2S2O8) in water at 40 °C. A few other nitrogen heterocycles were also utilized affording various aroylated products in good to excellent yields. Unlike metal persulfate that could produce metal salt byproducts, a key feature of the chemistry reported herein includes the use of environmentally benign choline persulfate containing biodegradable choline as a counter-cation, the Minisci reaction demonstrated at 40 °C in water as the only solvent, and unconventional activation of persulfate. This journal is
Photoredox Catalysis Enables Decarboxylative Cyclization with Hypervalent Iodine(III) Reagents: Access to 2,5-Disubstituted 1,3,4-Oxadiazoles
Li, Jian,Lu, Xue-Chen,Xu, Yue,Wen, Jin-Xia,Hou, Guo-Quan,Liu, Li
supporting information, p. 9621 - 9626 (2020/12/21)
A novel approach to 2,5-disubstituted 1,3,4-oxadiazoles derivatives via a decarboxylative cyclization reaction by photoredox catalysis between commercially available α-oxocarboxylic acids and hypervalent iodine(III) reagent is described. This powerful transformation involves the coupling reaction between two different kinds of radical species and the formation of C-N and C-O bonds.
Copper-catalyzed coupling of anthranils and α-keto acids: Direct synthesis of α-ketoamides
Li, Ping-Gui,Zhu, Hao,Fan, Min,Yan, Cheng,Shi, Kai,Chi, Xi-Wen,Zou, Liang-Hua
supporting information, p. 5902 - 5907 (2019/06/24)
Copper-catalyzed coupling of α-keto acids with anthranils is reported for the synthesis of α-ketoamides. This process involves N-O/C-O bond cleavages and C-N bond formation. Furthermore, the decarboxylation of α-keto acids can be successfully suppressed under redox-neutral conditions.
Organocatalytic asymmetric synthesis of functionalized 1,3,5- triarylpyrrolidin-2-ones via an aza-Michael/aldol domino reaction
Joie, Celine,Deckers, Kristina,Enders, Dieter
, p. 799 - 808 (2014/04/03)
The organocatalytic asymmetric synthesis of functionalized 1,3,5-triarylpyrrolidin-2-ones bearing three contiguous stereocenters through an aza-Michael/aldol domino reaction of α-ketoamides with α,β-unsaturated aldehydes is described. The domino products
Synthesis of arylglyoxylic acids and their collision-induced dissociation
Wadhwa, Kuldeep,Yang, Chengxi,West, Paul R.,Deming, Kris C.,Chemburkar, Sanjay R.,Reddy, Rajarathnam E.
experimental part, p. 4434 - 4444 (2009/04/05)
A variety of substituted arylglyoxylic acids (2a-g) were synthesized via oxidation of the corresponding aryl-methylketones (1a-e) using selenium dioxide or Friedel-Crafts acylation of phenol (3) with ethyl chlorooxoacetate and further transformations. It was found that the arylglyoxylic acids (2) undergo facile unimolecular dissociation with loss of carbon monoxide to give the corresponding arylcarboxylic acids (7) under collisionally induced mass spectrometric conditions. Copyright Taylor & Francis Group, LLC.
Photochemistry of Substituted Benzoylformate Esters. A Convenient Method for the Photochemical Oxidation of Alcohols
Pirrung, Michael C.,Tepper, Ronald J.
, p. 2461 - 2465 (2007/10/02)
The production of aldehydes and ketones via photochemical hydrogen atom transfer in substituted benzoylformate esters of primary and secondary alcohols has been investigated.Substituent effect studies have shown that (2,4-dimethoxybenzoyl)formate (DMBF) esters give superior performance.A divergence in the byproducts derived from the ester group (the benzaldehyde (and presumably CO) or the benzoic acid (and presumably CO2)) is observed depending on the presence of oxygen.A mechanistic rationale for the benzoic acid has been advanced based on the known trapping of intermediate 1,4-biradicals by oxygen followed by fragmentation.
