25115-58-6Relevant academic research and scientific papers
Direct Oxygenation of C-H Bonds through Photoredox and Palladium Catalysis
Paul, Amrita,Shah, Sk. Sheriff,Shee, Maniklal,Singh, Amit Kumar,Singh, N. D. Pradeep
, p. 3426 - 3439 (2020/03/23)
This report presents the oxygenation of C-H bonds via the merger of photocatalysis and Pd catalysis. Herein, we describe the utilization of a photocatalyst to oxidize an organopalladium(II) intermediate to high-valent PdIII or PdIV intermediates, which promotes the formation of C-O bonds. The demonstrated method works efficiently with various directing groups, such as oxime ether and benzothiazole. The applicability of this direct C-O bond formation method is shown by synthesizing several metal complexes of 2-(benzo[d]thiazol-2-yl)phenol that can be used in organic light-emitting diodes and pharmaceuticals.
Nitrate promoted mild and versatile Pd-catalysed C(sp2)-H oxidation with carboxylic acids
Hao, Hong-Yan,He, Yu-Ting,Lou, Shao-Jie,Luo, Gen,Mao, Yang-Jie,Xiong, Xue,Xu, Dan-Qian,Xu, Zhen-Yuan
supporting information, p. 6732 - 6737 (2020/09/21)
A nitrate-promoted Pd-catalysed mild cross-dehydrogenative C(sp2)-H bond oxidation of oximes or azobenzenes with diverse carboxylic acids has been developed. In contrast to the previous catalytic systems, this protocol features mild conditions (close to room temperature for most cases) and a broad substrate scope (up to 64 examples), thus constituting a versatile method to directly prepare diverse O-aryl esters. Moreover, the superiority of the nitrate additive in this mild transformation was further determined by experimental and computational evidence.
Rhodium(III)-Catalyzed Oxidative Annulation of Ketoximes with Sulfonamide: A Direct Approach to Indazoles
Wang, Ning,Liu, Lingling,Xu, Wentao,Zhang, Mengye,Huang, Zhibin,Shi, Daqing,Zhao, Yingsheng
supporting information, (2019/01/21)
A rhodium(III)-catalyzed intermolecular C-H amination of ketoxime and iodobenzene diacetate-enabled N-N bond formation in the synthesis of indazoles has been developed. A variety of functional groups were well tolerated, providing the corresponding produc
Rhodium(III)-Catalyzed Oxidative Annulation of Ketoximes with Sulfonamide: A Direct Approach to Indazoles
Wang, Ning,Liu, Lingling,Xu, Wentao,Zhang, Mengye,Huang, Zhibin,Shi, Daqing,Zhao, Yingsheng
supporting information, p. 365 - 368 (2019/01/24)
A rhodium(III)-catalyzed intermolecular C-H amination of ketoxime and iodobenzene diacetate-enabled N-N bond formation in the synthesis of indazoles has been developed. A variety of functional groups were well tolerated, providing the corresponding products in moderate to good yields. Moreover, the nitro-substituted ketoximes are well compatible in this reaction, leading to the corresponding products in moderate to good yields.
Reusable Palladium Nanoparticles Catalyzed Oxime Ether Directed Mono Ortho-Hydroxylation under Phosphine Free Neutral Condition
Saha, Rajib,Perveen, Naziya,Nihesh, Naorem,Sekar, Govindasamy
supporting information, p. 510 - 519 (2018/12/11)
An efficient, reusable and stable binaphthyl stabilized Pd-nanoparticles (Pd-BNP) catalyzed the direct ortho-C?H hydroxylation of acetophenone oxime ethers under neutral and phosphine ligand-free condition has been developed. A readily available, economic, safe and greener oxidant oxone has been used in this direct ortho-hydroxylation. The scope of the reaction has been studied with various acetophenone oxime ethers including electron rich to electron deficient system and the reaction afforded only mono hydroxylated products in a highly regioselective manner. Several control experiment results confirmed that the oxone is the hydroxyl source. The Pd-BNP catalyst has been reused up to five times. The heterogeneous test confirmed that the reaction is catalyzed by the heterogeneous Pd-BNP catalyst. (Figure presented.).
Rh(III)-Catalyzed Direct Amination of Aromatic Ketoximes Enabled by Potassium Acetate
Liu, Lingling,Wang, Ning,Dai, Chenyang,Han, Yi,Yang, Shan,Huang, Zhibin,Zhao, Yingsheng
, p. 7857 - 7863 (2019/12/12)
A method to achieve rhodium(III)-catalyzed, potassium acetate enabled intermolecular C–H amination of ketoximes using various benzenesulfonamide, especially 4-nitrobenzenesulfonamide is reported. Various aryl ketoximes substituted with electron-withdrawin
Palladium-Catalyzed C(sp2)-H Acetoxylation via Electrochemical Oxidation
Li, Yi-Qian,Yang, Qi-Liang,Fang, Ping,Mei, Tian-Sheng,Zhang, Dayong
supporting information, p. 2905 - 2908 (2017/06/07)
Palladium-catalyzed arene C(sp2)-H acetoxylation has emerged as a powerful tool to construct a carbon-oxygen (C-O) bond. However, the requirement of stoichiometric chemical oxidants for this transformation possesses a significant disadvantage.
Method for synthesizing oxime ether compound based on C-N bond breakage
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Paragraph 0053; 0054; 0055, (2017/01/26)
The invention relates to a method for synthesizing an oxime ether compound based on C-N bond breakage. The method comprises the step of making a compound shown in equation (1) and a compound show in equation (2) react in the presence of peroxide and an organic solvent to obtain the oxime ether compound as shown in formula (3), and reaction expression is shown in the description. According to the method, synthesis path is short, starting materials are simple, reaction condition is mild, the peroxide is cheap and free of pollution, substrate range is wide, products are easy to separate, and adaptability is high when reaction is amplified to be at the gram grade.
Synthesis of 2-fluorocholine aryl carbonyl compounds
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Paragraph 0070, (2017/02/09)
The invention provides a method for synthesizing 2-fluoroarylcarbonyl compounds, which comprises the following steps: converting arylcarbonyl compounds into corresponding carbonyl oxime ether compounds, mildly implementing aryl hydrocarbon chain direct fluoridation of high-selectivity oximido substituent group ortho-position in the presence of a palladium catalyst, a fluoridation reagent and additives, and finally, rehydrolyzing oxime ethers under the action of acid to obtain the 2-fluoroarylcarbonyl compounds. The fluoridation method has the advantages of mild reaction conditions, high substrate adaptability, high fluoridation selectivity and the like, is simple to operate, and has higher application research value.
NHPI and palladium cocatalyzed aerobic oxidative acylation of arenes through a radical process
Liang, Yu-Feng,Wang, Xiaoyang,Tang, Conghui,Shen, Tao,Liu, Jianzhong,Jiao, Ning
supporting information, p. 1416 - 1419 (2016/01/25)
The NHPI and palladium cocatalyzed radical oxidative acylation of arenes with aldehydes and alcohols as acyl equivalents via selective C-H functionalization has been described. Molecular oxygen, the most environmentally friendly oxidant, was used as the terminal oxidant in this catalytic cycle.
