4702-34-5Relevant articles and documents
Cu(I)-Based Metal-Organic Frameworks as Efficient and Recyclable Heterogeneous Catalysts for Aqueous-Medium C-H Oxidation
Gao, Kuan,Huang, Chao,Yang, Yisen,Li, Hong,Wu, Jie,Hou, Hongwei
, p. 976 - 982 (2019)
The enantioselective transformation of ubiquitous C-H bonds into valuable C-O bonds offers an efficient synthetic approach to construct carbonyl functionalized molecules. However, the grand obstacles in the reaction are the selectivity issues and side reactions under the harsh reaction conditions. In order to overcome the limits, two Cu(I)-based MOFs {(NEt4)0.5[Cu3(TTPB)0.75(CN)0.5(H2O)]·H2O}n (1) and {[Cu2(TTPB)0.5]·DMF·2H2O}n (2) were synthesized (H4TTPB = 5,5′-(4′,5′-bis(4-(1H-tetrazol-5-yl)phenyl)-[1,1′:2′,1′′-terphenyl]-4,4′′-diyl) bis(1H-tetrazole)) under hydrothermal conditions with (triethylamine (TEA) and ethyldiisopropylamine (DIPEA) as structure-directing agents, respectively. Of these, 1 shows an anionic three-dimensional (3D) framework composed of two kinds of cagelike micropores with 7 × 17 ? and 10 × 17 ?, respectively. In comparison, 2 exhibits a 3D framework with open channels (14 × 8 ?). The stability studies showed that the crystallinity of 1 and 2 could remain in a series of organic solvents (ethanol, N,N-dimethylformamide, chloroform, dioxane, toluene) and acid and alkali aqueous solutions (pH = 1-13) at room temperature for 48 h. 1 and 2 with coordinatively unsaturated Cu(I) sites were applied as heterogeneous catalysts for the oxidation of arylacycloalkanes in aqueous medium and exhibited excellent catalytic activities, selectivities, and recyclabilities. Moreover, free-radical reaction mechanism and reversible valence-tautomeric conversions of central copper were confirmed during the process by control experiment.
9.4 T and 7.05 T magnetic fields accelerate a radical oxidation reaction with a hypervalent (tert-butylperoxy)iodane
Iba, Kaori,Fukuyoshi, Shu-Ichi,Kusumi, Takenori
, p. 716 - 717 (2004)
Strong magnetic fields produced by NMR spectrometers (300 and 400 MHz) accelerate the radical oxidation of isochroman with a hypervalent (tert-butylperoxy)iodane.
Use of Pyridinium Chlorochromate as Methylene Oxidant in 5,6-Dihydropyrans: A Practical, One-Step Preparation of the Anhydromevalonolactone
Bonadies, Francesco,Fabio, Romano Di,Bonini, Carlo
, p. 1647 - 1649 (1984)
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Synthesis and biological evaluation of 1-amino isochromans from 2-bromoethyl benzaldehyde and amines in acid medium
Fatima, Narjis,Reddy, B.V. Subba,Gowravaram, Sabitha,Yadav,Kadari, Sudhakar,Putta, Chandra Shekar
, p. 196 - 201 (2018)
We have developed a facile and efficient synthetic route to substituted isochromans for the first time by reacting 2-(2-bromoethyl)benzaldehyde with a variety of aryl, heteroaryl amines in AcOH. The reaction is catalyst/additive free and takes place at reflux conditions with short reaction time to furnish products in good to excellent yields. All the compounds have been characterized by spectral techniques such as IR, 1H NMR and Mass etc. Synthesized compounds were evaluated for antimicrobial activity against specific bacterial like 1) Staphylococcus strains aureus 2) Bacillus subtilis 3) Escherichia coli 4) Pseudomonas aeruginosa. Compounds 3e, 3n, 3 m, 3 l, 3 k, 3j and 3b showed most potent in vitro activity against bacterial strains.
HCl-Catalyzed Aerobic Oxidation of Alkylarenes to Carbonyls
Niu, Kaikai,Shi, Xiaodi,Ding, Ling,Liu, Yuxiu,Song, Hongjian,Wang, Qingmin
, (2021/12/13)
The construction of C?O bonds through C?H bond functionalization remains fundamentally challenging. Here, a practical chlorine radical-mediated aerobic oxidation of alkylarenes to carbonyls was developed. This protocol employed commercially available HCl as a hydrogen atom transfer (HAT) reagent and air as a sustainable oxidant. In addition, this process exhibited excellent functional group tolerance and a broad substrate scope without the requirement for external metal and oxidants. The mechanistic hypothesis was supported by radical trapping, 18O labeling, and control experiments.
Selective Aerobic Oxidation of Csp3-H Bonds Catalyzed by Yeast-Derived Nitrogen, Phosphorus, and Oxygen Codoped Carbon Materials
Ju, Zhao-Yang,Song, Li-Na,Chong, Ming-Ben,Cheng, Dang-Guo,Hou, Yang,Zhang, Xi-Ming,Zhang, Qing-Hua,Ren, Lan-Hui
supporting information, p. 3978 - 3988 (2022/03/16)
Nitrogen, phosphorus, and oxygen codoped carbon catalysts were successfully synthesized using dried yeast powder as a pyrolysis precursor. The yeast-derived heteroatom-doped carbon (yeast@C) catalysts exhibited outstanding performance in the oxidation of Csp3-H bonds to ketones and esters, giving excellent product yields (of up to 98% yield) without organic solvents at low O2pressure (0.1 MPa). The catalytic oxidation protocol exhibited a broad range of substrates (38 examples) with good functional group tolerance, excellent regioselectivity, and synthetic utility. The yeast-derived heteroatom-doped carbon catalysts showed good reusability and stability after recycling six times without any significant loss of activity. Experimental results and DFT calculations proved the important role of N-oxide (N+-O-) on the surface of yeast@C and a reasonable carbon radical mechanism.
Mechanistic insight into the synergistic Cu/Pd-catalyzed carbonylation of aryl iodides using alcohols and dioxygen as the carbonyl source
Li, Junxuan,Zhou, Jinlei,Wang, Yumei,Yu, Yue,Liu, Qiang,Yang, Tilong,Chen, Huoji,Cao, Hua
, p. 68 - 74 (2021/11/16)
Pd-catalyzed carbonylation, as an efficient synthetic approach to the installation of carbonyl groups in organic compounds, has been one of the most important research fields in the past decade. Although elegant reactions that allow highly selective carbonylations have been developed, straightforward routes with improved reaction activity and broader substrate scope remain long-term challenges for new practical applications. Here, we show a new type of synergistic Cu/Pd-catalyzed carbonylation reaction using alcohols and dioxgen as the carbonyl sources. A broad range of aryl iodides and alcohols are compatible with this protocol. The reaction is concise and practical due to the ready availability of the starting materials and the scalability of the reaction. In addition, the reaction affords lactones and lactams in an intermolecular fashion. Moreover, DFT calculations have been performed to study the detailed mechanisms. [Figure not available: see fulltext.]
