455-19-6Relevant academic research and scientific papers
In alkaline media, Fremy's salt oxidizes alkanols by a hydrogen atom transfer mechanism
De, Piyali,Kumar, Dhurjati Prasad,Mondal, Amit Kumar,Mandal, Pulak Chandra,Mukhopadhyay, Subrata,Banerjee, Rupendranath
, p. 1358 - 1362 (2010)
In aqueous alkali, Fremy's salt (potassium nitrosodisulfonate dimer), homolyses nearly exclusively to the monomer radical anion, nitrosodisulfonate (NDS). In this media, NDS almost quantitatively oxidizes benzyl alcohol (PhCH2OH) to benzaldehyd
A Metal–Organic Framework as a Multiphoton Excitation Regulator for the Activation of Inert C(sp3)?H Bonds and Oxygen
Cai, Junkai,Cai, Wei,Du, Zenggang,Duan, Chunying,He, Cheng,Ji, Guanfeng,Wei, Jianwei,Zhao, Liang
supporting information, (2021/11/27)
The activation and oxidization of inert C(sp3)?H bonds into value-added chemicals affords attractively economic and ecological benefits as well as central challenge in modern chemistry. Inspired by the natural enzymatic transformation, herein,
Controlled reduction of activated primary and secondary amides into aldehydes with diisobutylaluminum hydride
Azeez, Sadaf,Kandasamy, Jeyakumar,Sabiah, Shahulhameed,Sureshbabu, Popuri
supporting information, p. 2048 - 2053 (2022/03/31)
A practical method is disclosed for the reduction of activated primary and secondary amides into aldehydes using diisobutylaluminum hydride (DIBAL-H) in toluene. A wide range of aryl and alkyl N-Boc, N,N-diBoc and N-tosyl amides were converted into the corresponding aldehydes in good to excellent yields. Reduction susceptible functional groups such as nitro, cyano, alkene and alkyne groups were found to be stable. Broad substrate scope, functional group compatibility and quick conversions are the salient features of this methodology.
A Magnetically Recyclable Palladium-Catalyzed Formylation of Aryl Iodides with Formic Acid as CO Source: A Practical Access to Aromatic Aldehydes
You, Shengyong,Zhang, Rongli,Cai, Mingzhong
, p. 1962 - 1970 (2021/01/25)
A magnetically recyclable palladium-catalyzed formylation of aryl iodides under CO gas-free conditions has been developed by using a bidentate phosphine ligand-modified magnetic nanoparticles-anchored- palladium(II) complex [2P-Fe 3O 4@SiO 2-Pd(OAc) 2] as catalyst, yielding a wide variety of aromatic aldehydes in moderate to excellent yields. Here, formic acid was employed as both the CO source and the hydrogen donor with iodine and PPh 3as the activators. This immobilized palladium catalyst can be obtained via a simple preparative procedure and can be facilely recovered simply by using an external magnetic field, and reused at least 9 times without any apparent loss of catalytic activity.
Selective oxidation of alkenes to carbonyls under mild conditions
Huo, Jie,Xiong, Daokai,Xu, Jun,Yue, Xiaoguang,Zhang, Pengfei,Zhang, Yilan
supporting information, p. 5549 - 5555 (2021/08/16)
Herein, a practical and sustainable method for the synthesis of aldehydes, ketones, and carboxylic acids from an inexpensive olefinic feedstock is described. This transformation features very sustainable and mild conditions and utilizes commercially available and inexpensive tetrahydrofuran as the additive, molecular oxygen as the sole oxidant and water as the solvent. A wide range of substituted alkenes were found to be compatible, providing the corresponding carbonyl compounds in moderate-to-good yields. The control experiments demonstrated that a radical mechanism is responsible for the oxidation reaction.
Aryl aldiketone and synthesis method thereof
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Paragraph 0016, (2021/09/26)
The invention discloses an aryl aldehyde ketone and a synthesis method thereof, wherein an aryl aldehyde is synthesized from cheap olefin as a raw material. A commercially available inexpensive olefin is used as a raw material, ether is used as an additive, molecular oxygen serves as a sole oxidizing agent, water is used as a solvent, and the aldehyde and ketone are synthesized by column chromatography under a photocatalytic condition. The invention has the advantages of mild reaction conditions, green and environmental protection, simple experimental operation, good reaction selectivity, high product yield and the like.
Method for generating benzaldehyde by catalyzing alpha-monosubstituted styrene to be oxidized by N-hydroxyphthalimide
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Paragraph 0054-0056, (2021/01/24)
The invention discloses a method for generating benzaldehyde by catalyzing alpha-mono-substituted styrene to be oxidized through N-hydroxyphthalimide. According to the method, N-hydroxyphthalimide isused as a catalyst, oxygen is used as an oxidizing agent, and an alpha mono-substituted styrene compound is oxidized in an organic solvent to obtain the benzaldehyde derivative. The method has the advantages of simple reaction operation, low cost, mild conditions, high yield, no heavy metal pollution and the like.
A highly stable metal-organic framework with cubane-like clusters for the selective oxidation of aryl alkenes to aldehydes or ketones
He, Chixian,Liu, Jiaming,Liu, Jian-Jun,Liu, Teng,Shen, Xianfu,Shen, Xiang
, p. 4667 - 4673 (2021/07/11)
Triazine derivatives, a class of electron-deficient π-conjugated molecules with high photochemical activity and excellent luminescent characteristics, have been utilized as a kind of electron-acceptor for the construction of molecular cages, luminescent and photochromic materials. In this paper, a novel and highly stable MOF with cubane-like clusters, [Co4(SO4)3(F)3(tpt)2(tatb)] (1) (tpt = 2,4,6-tris-(4-pyridyl)-1,3,5-triazine, H3tatb = 4,4′,4′′-(1,3,5-triazine-2,4,6-triyl)tribenzoic acid), has been successfully synthesized based on a triazine derivative, and possesses unprecedented sulfate- and fluoride-bridged cubane-type tetranuclear cobalt clusters and a 3D + 3D → 3D open framework. Compound1shows a rather high BET surface area and exhibits excellent thermal stability and high chemical stability in common solvents and even in acidic or basic solutions (in a pH range from 4 to 12). Moreover, catalytic measurements show that compound1is an excellent heterogeneous catalyst for the selective oxidation of aryl alkenes to aldehydes or ketones with conversions of 97%.
Method for preparing aldehyde compounds by oxidative cleavage of carbon-carbon bonds of terminal alkene compounds
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Paragraph 0057-0058; 0089-0090, (2021/06/06)
The invention discloses a method for preparing aldehyde compounds by oxidizing and breaking carbon-carbon bonds of terminal alkene compounds. The method comprises the following steps: adding an alkene-terminated compound, an additive and a nitrogen-doped mesoporous carbon-loaded monatomic catalyst into a fatty primary alcohol solvent, putting into a pressure container, sealing, introducing oxygen source gas with a certain pressure, controlling the pressure of the oxygen source gas to be 0.1-1MPa and the reaction temperature to be 80-150 DEG C, and obtaining a reaction product, namely the aldehyde compound. The nitrogen-doped mesoporous carbon-loaded monatomic catalyst adopted by the invention is high in activity, the highest separation yield of the aldehyde compound as a reaction product reaches 99%, the method is wide in application range, the reaction conditions are easy to control, the catalyst can be recycled, the post-treatment is simple, and the method is suitable for industrial production.
One-Pot Direct Oxidation of Primary Amines to Carboxylic Acids through Tandem ortho-Naphthoquinone-Catalyzed and TBHP-Promoted Oxidation Sequence
Kim, Hun Young,Oh, Kyungsoo,Si, Tengda
supporting information, p. 18150 - 18155 (2021/12/09)
Biomimetic oxidation of primary amines to carboxylic acids has been developed where the copper-containing amine oxidase (CuAO)-like o-NQ-catalyzed aerobic oxidation was combined with the aldehyde dehydrogenase (ALDH)-like TBHP-mediated imine oxidation protocol. Notably, the current tandem oxidation strategy provides a new mechanistic insight into the imine intermediate and the seemingly simple TBHP-mediated oxidation pathways of imines. The developed metal-free amine oxidation protocol allows the use of molecular oxygen and TBHP, safe forms of oxidant that may appeal to the industrial application.
