90-98-2Relevant academic research and scientific papers
Electrochemical Aerobic Oxidative Cleavage of (sp3)C-C(sp3)/H Bonds in Alkylarenes
Liu, Shuai,Liu, Zhong-Quan,Shen, Tong,Shen, Xu,Wang, Nengyong,Wu, Jintao,Yang, Le,Zhao, Jianyou
, p. 3286 - 3295 (2022/03/14)
An electrochemistry-promoted oxidative cleavage of (sp3)C-C(sp3)/H bonds in alkylarenes was developed. Various aryl alkanes can be smoothly converted into ketones/aldehydes under aerobic conditions using a user-friendly undivided cell setup. The features of air as oxidant, scalability, and mild conditions make them attractive in synthetic organic chemistry.
Nitrosoarene-Catalyzed HFIP-Assisted Transformation of Arylmethyl Halides to Aromatic Carbonyls under Aerobic Conditions
Pradhan, Suman,Sharma, Vishali,Chatterjee, Indranil
supporting information, p. 6148 - 6152 (2021/08/03)
A rare metal-free nucleophilic nitrosoarene catalysis accompanied by highly hydrogen-bond-donor (HBD) solvent, 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP), organocatalytically converts arylmethyl halides to aromatic carbonyls. This protocol offers an effective means to access a diverse array of aromatic carbonyls with good chemoselectivity under mild reaction conditions. The activation of arylmethyl halides by HFIP to generate stable carbocation and autoxidation of in situ generated hydroxylamine to nitrosoarene in the presence of atmospheric O2 are the keys to success.
Preparation method of benzophenone derivative
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Paragraph 0066-0071, (2021/06/22)
The invention provides a preparation method of a benzophenone derivative. The preparation method comprises the following step: subjecting a benzoic acid compound as shown in a formula I, a trichlorotoluene compound as shown in a formula II and a benzene compound as shown in a formula III to reacting under the catalysis of Fe2O3 to obtain the benzophenone derivative. According to the preparation method provided by the invention, the metal oxide Fe2O3 with higher stability and safety is used as a catalyst, so corrosion of materials to equipment is avoided, and the preparation method is more environment-friendly; according to the preparation method, the target product is obtained through one-step reaction, reaction conditions are mild, and a process is simple; and the main byproduct benzoic acid compound generated by the reaction can be recycled by washing, extracting and desolventizing in post-treatment, and then is used as a reaction raw material for preparing the benzophenone derivative again, so wastewater treatment cost is reduced, and resources are fully utilized.
Palladium imine-pyridine-imine complex immobilized on graphene oxide as a recyclable catalyst for the carbonylative homo-coupling of aryl halides
Niakan, Mahsa,Asadi, Zahra,Khosrozadeh, Fatemeh
, p. 850 - 863 (2020/12/18)
A heterogeneous 3-N,N,N-(II) Pd(OAc)2 catalyst was prepared from the reaction of Pd(OAc)2 with Si-Prn-N = C-Py-C = N-Prn-Si immobilized on graphene oxide (GO-Si-Prn-N = C-Py-C = N-Prn-Si-GO). The prepared catalyst was characterized by inductively coupled plasma optical emission spectroscopy, Fourier transform infrared (FT-IR) spectroscopy, Raman spectroscopy, energy dispersive X-ray spectroscopy, X-ray diffraction, UV-vis spectroscopy, BET surface area, scanning electron microscopy, transmission electron microscopy, and thermogravimetric analysis. The catalyst was employed as a heterogeneous catalyst for carbonylative homo-coupling of aryl iodides and bromides under carbon monoxide gas-free condition. Cr(CO)6 was used as the carbon monoxide source and the desired symmetrical diaryl ketones were achieved in good to excellent yields. Moreover, the catalyst was reused up to five consecutive cycles without significant loss of activity.
Benzophenanthrene derivative and application thereof
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Paragraph 0070-0074, (2021/01/28)
The invention relates to a benzophenanthrene derivative and application thereof. The structural formula of the benzophenanthrene derivative is shown as a formula (I). The benzophenanthrene derivativeis a novel organic electroluminescent compound with a fused ring structure of indole, benzofuran and benzothienobenzophenanthrene, the intramolecular electron density is increased on the basis of benzophenanthrene, meanwhile, substituent groups are adjusted to increase the molecular steric hindrance, the pi-pi interaction between molecules is weakened, the internal quantum efficiency of moleculesis improved, and a shorter emission wavelength than conventional compounds is achieved. Meanwhile, the benzophenanthrene derivative hinders the generation of an organic intermolecular excitation-excitation compound and increases the internal electron density and stability, so that the effect and the service life of the organic electroluminescent device prepared from the benzophenanthrene derivative are obviously improved and prolonged.
Palladium nanoparticles on amino-modified silica-catalyzed C–C bond formation with carbonyl insertion
Etemadi-Davan, Elham,Khalili, Dariush,Banazadeh, Ali Reza,Sadri, Ghazal,Arshad, Pourya
, p. 1891 - 1903 (2021/02/01)
Abstract: A practical and heterogeneously catalyzed Stille, homo-coupling, and Suzuki carbonylation reaction has been reported using Pd nanoparticles supported on amino-vinyl silica-functionalized magnetic carbon nanotube (CNT@Fe3O4@SiO2-Pd) for the efficient synthesis of symmetrical and unsymmetrical diaryl ketones from aryl iodides. A wide variety of symmetrical and unsymmetrical diaryl ketones were obtained in high yields under CO gas-free conditions using Mo(CO)6 as an efficient carbonyl source. Considering the atom economy of Ph3SnCl, less than an equimolar amount can be applied in Stille transformation, which is of great importance due to the toxicity of organotin derivatives. Moreover, no phosphine ligand and external reducing agent were necessary in these coupling carbonylation reactions. This heterogeneous Pd catalyst offers high activity with very low palladium leaching. Finally, the catalyst can be reused and recycled for six steps without loss in activity, exhibiting good example of sustainable methodology. Graphic abstract: [Figure not available: see fulltext.].
Preparation method 4,4 ' -difluorobenzophenone and intermediate thereof
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, (2021/09/01)
The invention discloses 4-4' -difluorobenzophenone and a preparation method of an intermediate thereof. The preparation method of 4, 4 '- difluorobenzophenone comprises the following steps: S1: 4 - chlorobenzyl chloride and chlorobenzene react under first catalyst to obtain 4, 4' -dichlorophenylmethane. The first catalyst is Lewis acid and/or a molecular sieve with Lewis acid center. S2: The 4, 4 '-dichlorophenylmethane and oxidant are subjected to an oxidation reaction under the action second catalyst to obtain 4, 4' -dichlorobenzophenone. S3: The 4, 4' -dichlorobenzophenone and the alkali metal fluoride are subjected to a halogenation reaction to obtain the invention. The 4' - difluorobenzophenone and the intermediate thereof disclosed by the invention are high in selectivity, high in yield, low in raw material cost, mild in process condition, high in safety and wide in industrial prospect.
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.
PhSe(O)OH/NHPI-catalyzed oxidative deoximation reaction using air as oxidant
Shi, Yaocheng,Wang, Feng,Yang, Chenggen,Yu, Lei
, (2021/09/06)
A novel oxidative deoximation method was developed in this article. Compared with the reported organoselenium-catalyzed oxidative deoximation reaction, this reaction employed N-hydroxyphthalimide (NHPI) as the co-catalyst, so that the oxidative deoximation reaction could utilize air as oxidant in the green DMC solvent under mild reaction conditions. Control experiments and X-ray photoelectron spectroscopy (XPS) analysis results indicated that NHPI was essential for activating the catalytic organoselenium species. It could accelerate the activation of molecular oxygen in air to promote the reaction process. The reaction can avoid metal residues in product and is of potential application values in pharmaceutical industry due to the transition metal-free process.
Fe-S Catalyst Generated in Situ from Fe(III)- And S3?--Promoted Aerobic Oxidation of Terminal Alkenes
Ai, Jing-Jing,Huang, Cheng-Mi,Li, Jian,Liu, Bei-Bei,Rao, Weidong,Wang, Fei,Wang, Shun-Yi
supporting information, p. 4705 - 4709 (2021/06/28)
An iron-sulfur complex formed by the simple mixture of FeCl3 with S3?- generated in situ from K2S is developed and applied to selective aerobic oxidation of terminal alkenes. The reaction was carried out under an atmosphere of O2 (balloon) and could proceed on a gram scale, expanding the application of S3?- in organic synthesis. This study also encourages us to explore the application of an Fe-S catalyst in organic reactions.
