5424-19-1Relevant articles and documents
Visible light-driven direct synthesis of ketones from aldehydes via C[sbnd]H bond activation using NiCu nanoparticles adorned on carbon nano onions
Heydari, Akbar,Khorsandi, Zahra,Metkazini, S. Fatemeh Mohammadi,Varma, Rajender S.
, (2021/11/09)
An efficient, straightforward and high yield synthetic approach is described for the direct synthesis of diaryl ketones via the C[sbnd]H bond activation of aldehydes using NiCu nanoparticles adorned on carbon nano onions as an efficient heterogeneous catalyst under the irradiation of a mercury-vapor lamp (400 w) via simple workup. This C[sbnd]H bond activation reaction appears simple and convenient with a wide substrate scope in view of its excellent synthesis prowess as illustrated in the preparation of new-approved anti-Alzheimer and anti-HIV medicinal compounds under greener and mild reaction conditions; catalyst could be recycled and reused five times without any loss of catalytic activity.
Half-sandwich ruthenium complex containing phenyl benzoxazole structure as well as preparation method and application of half-sandwich ruthenium complex
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Paragraph 0049-0052, (2021/04/14)
The invention relates to a half-sandwich ruthenium complex containing a phenyl benzoxazole structure as well as a preparation method and application of the half-sandwich ruthenium complex. The ruthenium complex has the following structure as shown in the specification. The preparation method comprises the steps of dissolving phenyl benzoxazole, [CymRuCl2] 2 and sodium acetate in methanol at room temperature, heating the system, and continuing to react; and after the reaction is finished, standing, filtering, carrying out reduced pressure pumping on the solvent, carrying out column chromatography separation on the obtained crude product to obtain the red half-sandwich ruthenium complex containing the phenyl benzoxazole structure, and applying the red half-sandwich ruthenium complex to catalysis of oxidation of alkyl pyridine compounds to prepare nitrogen heterocyclic ketone compounds. Compared with the prior art, the preparation method provided by the invention is simple and green, the catalytic oxidation reaction can be carried out under mild conditions, and the catalyst has high stability and is not sensitive to air and water.
Aromatization as an Impetus to Harness Ketones for Metallaphotoredox-Catalyzed Benzoylation/Benzylation of (Hetero)arenes
Chen, Ting-Wei,Cheng, Cheng-Ku,Chiu, Cheng-Chau,Huang, Pin-Gong,Lee, Shao-Chi,Lee, Yi-Hsin,Li, Li-Yun,Liao, Hsuan-Hung,Lin, Heng-Bo,Tsai, Zong-Nan,Tsao, Yong-Ting,Yang, Chung-Hsin
, (2022/01/04)
Herein we report ketones as feedstock materials in radical cross-coupling reactions under Ni/photoredox dual catalysis. In this approach, simple condensation first converts ketones into prearomatic intermediates that then act as activated radical sources for cross-coupling with aryl halides. Our strategy enables the direct benzylation/benzoylation of (hetero)arenes under mild reaction conditions with high functional group tolerance.
Photo-induced oxidative cleavage of C-C double bonds for the synthesis of biaryl methanoneviaCeCl3catalysis
Xie, Pan,Xue, Cheng,Du, Dongdong,Shi, SanShan
supporting information, p. 6781 - 6785 (2021/08/20)
A Ce-catalyzed strategy is developed to produce biaryl methanonesviaphotooxidative cleavage of C-C double bonds at room temperature. This reaction is performed under air and demonstrates high activity as well as functional group tolerance. A synergistic Ce/ROH catalytic mechanism is also proposed based on the experimental observations. This protocol should be the first successful Ce-catalyzed photooxidation reaction of olefins with air as the oxidant, which would provide inspiration for the development of novel Ce-catalyzed photochemical synthesis processes.
Decatungstate-mediated solar photooxidative cleavage of CC bonds using air as an oxidant in water
Du, Dongdong,Luo, Junfei,Shi, Sanshan,Xie, Pan,Xue, Cheng
, p. 5936 - 5943 (2021/08/23)
With the increasing attention for green chemistry and sustainable development, there has been much interest in searching for greener methods and sources in organic synthesis. However, toxic additives or solvents are inevitably involved in most organic transformations. Herein, we first report the combination of direct utilization of solar energy, air as the oxidant and water as the solvent for the selective cleavage of CC double bonds in aryl olefins. Various α-methyl styrenes, diaryl alkenes as well as terminal styrenes are well tolerated in this green and sustainable strategy and furnished the desired carbonyl products in satisfactory yields. Like heterogeneous catalysis, this homogeneous catalytic system could also be reused and it retains good activity even after repeating three times. Mechanism investigations indicated that both O2- and 1O2 were involved in the reaction. Based on these results, two possible mechanisms, including the electron transfer pathway and the energy transfer pathway, were proposed.
A Fast and General Route to Ketones from Amides and Organolithium Compounds under Aerobic Conditions: Synthetic and Mechanistic Aspects
Ghinato, Simone,Territo, Davide,Maranzana, Andrea,Capriati, Vito,Blangetti, Marco,Prandi, Cristina
, p. 2868 - 2874 (2021/01/21)
We report that the nucleophilic acyl substitution reaction of aliphatic and (hetero)aromatic amides by organolithium reagents proceeds quickly (20 s reaction time), efficiently, and chemoselectively with a broad substrate scope in the environmentally responsible cyclopentyl methyl ether, at ambient temperature and under air, to provide ketones in up to 93 % yield with an effective suppression of the notorious over-addition reaction. Detailed DFT calculations and NMR investigations support the experimental results. The described methodology was proven to be amenable to scale-up and recyclability protocols. Contrasting classical procedures carried out under inert atmospheres, this work lays the foundation for a profound paradigm shift of the reactivity of carboxylic acid amides with organolithiums, with ketones being straightforwardly obtained by simply combining the reagents under aerobic conditions and with no need of using previously modified or pre-activated amides, as recommended.
Organotellurium-catalyzed oxidative deoximation reactions using visible-light as the precise driving energy
Deng, Xin,Qian, Rongrong,Zhou, Hongwei,Yu, Lei
supporting information, p. 1029 - 1032 (2020/10/23)
Irradiated by visible light, the recyclable (PhTe)2-catalyzed oxidative deoximation reaction could occur under mild conditions. In comparison with the thermo reaction, the method employed reduced catalyst loading (1 mol% vs. 2.5 mol%), but afforded elevated product yields with expanded substrate scope. This work demonstrated that for the organotellurium-catalyzed reactions, visible light might be an even more precise driving energy than heating because it could break the Te–Te bond accurately to generate the active free radical catalytic intermediates without damaging the fragile substituents (e.g., heterocycles) of substrates. The use of O2 instead of explosive H2O2 as oxidant affords safer reaction conditions from the large-scale application viewpoint.
Compound, organic electroluminescent device and electronic device
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Paragraph 0139-0141, (2020/04/17)
The invention belongs to the technical field of OLED and provides a compound with a structure shown in the chemical formula 1, wherein L1 and L2 are respectively and independently selected from a single bond, C1-C20 alkylene, C3-C20 cycloalkylene, C6-C30 arylene and C3-C30 heteroarylene, Ar1 and Ar2 are each independently selected from C1-C20 alkyl, C-C20 cycloalkyl, C6-C30 aryl, C3-C30 heteroaryl, and Si (R1R2R3), and R1, R2, and R3 are each independently selected from C1-C20 alkyl and C6-C30 aryl. The invention provides the compound taking a phenanthrene fused ring derivative as a parent nucleus. Compound molecules have very strong plane ductility. The strong planar ductility of compound molecules enhances the rigidity of the material and prolongs the service life of the material. Besides, the molecular parent nucleus and the aryl substituent are easy to form a large conjugated system, a plurality of nitrogen atom centers exist at the same time, the intramolecular electron cloud density is increased, so that the HOMO energy level can be further adjusted to a proper level, the electron mobility and the transition rate are further improved, and thus the organic electroluminescent device has high device efficiency. The invention further provides an organic electroluminescent device and an electronic device.
Compound, organic electroluminescent device and electronic device
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Paragraph 0149-0151, (2020/05/01)
The invention belongs to the technical field of OLEDs and provides a compound with a structure of a chemical formula 1, wherein X1, X2 and X3 are C or N, and at least one of X1, X2 and X3 is N; X4, X5and X6 are C or N, and only one N exists in X4, X5 and X6; L1 and L2 are each independently selected from the group consisting of a single bond, a C1-C20 alkylene group, a C6-C30 arylene group, a C3-C30 heteroarylene group, and a C3-C20 cycloalkylene group; Ar1 and Ar2 are each independently selected from the group consisting of a C1-C20 alkyl group, a C3-C20 cycloalkyl group, a C6-C30 aryl group, a C3-C30 heteroaryl group, and Si(R1R2R3). According to the phenanthrene fused ring compound provided by the invention, compound molecules have strong planar ductility. The strong planar ductility of the compound molecules can enhance the rigidity of the material and prolong the service life of the material. Besides, the molecular parent nucleus and the aryl substituent group are prone to forming a large conjugated system, and a plurality of nitrogen atom centers exist at the same time, so that the intramolecular electron cloud density is increased, the electron mobility and the transition rate can be improved, and an organic light-emitting device has relatively high device efficiency. The invention further provides the organic light-emitting device and an electronic device.
Silylcarboxylic Acids as Bifunctional Reagents: Application in Palladium-Catalyzed External-CO-Free Carbonylative Cross-Coupling Reactions
Li, Xiong,Xu, Jie,Li, Yue,Kramer, S?ren,Skrydstrup, Troels,Lian, Zhong
supporting information, p. 4078 - 4083 (2020/07/30)
A palladium-catalyzed external-CO-free carbonylative Hiyama-Denmark cross-coupling reaction is presented. The introduction of silylcarboxylic acids as bifunctional reagents (CO and nucleophile source) avoids the need for external gaseous CO and a silylarene coupling partner. The transformation features high functional group tolerance and it is successful with electron-rich, -neutral, and -poor aryl iodides. Stoichiometric studies and control experiments provide insight into the reaction mechanism and support the hypothesized dual role of silylcarboxylic acids. (Figure presented.).
