577-59-3Relevant academic research and scientific papers
Iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabled aldehyde C-H methylation
Gong, Pei-Xue,Xu, Fangning,Cheng, Lu,Gong, Xu,Zhang, Jie,Gu, Wei-Jin,Han, Wei
supporting information, p. 5905 - 5908 (2021/06/18)
A practical and general iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabling aldehyde C-H methylation for the synthesis of methyl ketones has been developed. This mild, operationally simple method uses ambient air as the sole oxidant and tolerates sensitive functional groups for the late-stage functionalization of complex natural-product-derived and polyfunctionalized molecules.
Selective electrochemical oxidation of aromatic hydrocarbons and preparation of mono/multi-carbonyl compounds
Li, Zhibin,Zhang, Yan,Li, Kuiliang,Zhou, Zhenghong,Zha, Zhenggen,Wang, Zhiyong
, p. 2134 - 2141 (2021/09/29)
A selective electrochemical oxidation was developed under mild condition. Various mono-carbonyl and multi-carbonyl compounds can be prepared from different aromatic hydrocarbons with moderate to excellent yield and selectivity by virtue of this electrochemical oxidation. The produced carbonyl compounds can be further transformed into α-ketoamides, homoallylic alcohols and oximes in a one-pot reaction. In particular, a series of α-ketoamides were prepared in a one-pot continuous electrolysis. Mechanistic studies showed that 2,2,2-trifluoroethan-1-ol (TFE) can interact with catalyst species and generate the corresponding hydrogen-bonding complex to enhance the electrochemical oxidation performance. [Figure not available: see fulltext.]
Visible-Light-Driven Selective Air-Oxygenation of C?H Bond via CeCl3 Catalysis in Water
Xie, Pan,Xue, Cheng,Shi, Sanshan,Du, Dongdong
, p. 2689 - 2693 (2021/05/07)
Visible-light-induced C?H aerobic oxidation is an important chemical transformation that can be applied for the synthesis of aromatic ketones. High-cost catalysts and toxic solvents were generally needed in the present methodologies. Here, an efficient aqueous C?H aerobic oxidation protocol was reported. Through CeCl3-mediated photocatalysis, a series of aromatic ketones were produced in moderate to excellent yields. With air as the oxidant, this reaction could be performed under mild conditions in water and demonstrated high activity and functional group tolerance. This method is economical, highly efficient, and environmentally friendly, and it will provide inspiration for the development of aqueous photochemical synthesis reactions.
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.
Photoinduced Iron-Catalyzed ipso-Nitration of Aryl Halides via Single-Electron Transfer
Wu, Cunluo,Bian, Qilong,Ding, Tao,Tang, Mingming,Zhang, Wenkai,Xu, Yuanqing,Liu, Baoying,Xu, Hao,Li, Hai-Bei,Fu, Hua
, p. 9561 - 9568 (2021/08/06)
A photoinduced iron-catalyzed ipso-nitration of aryl halides with KNO2 has been developed, in which aryl iodides, bromides, and some of aryl chlorides are feasible. The mechanism investigations show that the in situ formed iron complex by FeSO4, KNO2, and 1,10-phenanthroline acts as the light-harvesting photocatalyst with a longer lifetime of the excited state, and the reaction undergoes a photoinduced single-electron transfer (SET) process. This work represents an example for the photoinduced iron-catalyzed Ullmann-type couplings.
Interfacially synthesized 2D COF thin film photocatalyst: efficient photocatalyst for solar formic acid production from CO2and fine chemical synthesis
Yadav, Dolly,Kumar, Abhishek,Kim, Jae Young,Park, No-Joong,Baeg, Jin-Ook
supporting information, p. 9573 - 9580 (2021/04/26)
The targeted synthesis of an efficient, visible light active, recyclable, freestanding covalent organic framework thin film photocatalyst for multi-faceted photocatalysis is the essence of the proposed work. A simple, scalable, reagent free synthesis of a thin film at the interface of 5,10,15,20-tetra-(4-aminophenyl)porphyrin, 2-vinylbenzene-1,4-dicarbaldehyde in nitrobenzene and aqueous glyoxal affords centimetre sized continuous 2D thin film with substantial stability, flexibility and efficient visible light activity. Strikingly different from the regular imine based COF, the incorporation of the glyoxal unit as a modulator helps in band gap tuning and induces flexibility within the thin film. An interplay between time and concentration helps in achieving a thin film photocatalyst with efficient photocatalytic activity for 1,4-NADH regeneration and selective formic acid formation from CO2. The optimum band edge position of the thin film photocatalyst also enables solar fine chemical synthesisviareductive dehalogenation under visible light illumination with excellent recyclability. The present work gives insight into visible light active thin film formation en route to metal-free sustainable photocatalysis.
Preparation method of O-aminoacetophenone
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Paragraph 0037-0038; 0040-0041; 0043-0044; 0046-0047; 0049, (2020/09/30)
The invention relates to the technical field of organic intermediate synthesis, in particular to a preparation method of o-aminoacetophenone. The preparation method of o-aminoacetophenone provided bythe invention comprises the following steps: adding potassium permanganate into o-nitroethylbenzene in batches in an acidic environment of dilute sulfuric acid to carry out oxidation reaction to generate o-nitroacetophenone; reducing the o-nitroacetophenone into o-aminoacetophenone by using iron powder; and distilling off o-aminoacetophenone by using water vapor. The reaction conditions are mild,the production cost is low, the method is suitable for industrial mass production, the yield of the o-nitroacetophenone can reach 70% or above, the yield of the o-aminoacetophenone can reach 90% or above, and the yield of the o-nitroacetophenone and the yield of the o-aminoacetophenone can both reach 95% or above when weak acid glacial acetic acid is adopted as a catalyst and all the raw materialsare kept in the optimal proportion and react under the optimal reaction condition.
Visible-light assisted of nano Ni/g-C3N4 with efficient photocatalytic activity and stability for selective aerobic C?H activation and epoxidation
Akrami, Zahra,Hosseini-Sarvari, Mona
supporting information, (2020/10/13)
A selective, economical, and ecological protocol has been described for the oxidation of methyl arenes and their analogs to the corresponding carbonyl compounds and epoxidation reactions of alkenes with molecular oxygen (O2) or air as a green oxygen source, under mild reaction conditions. The nano Ni/g-C3N4 exhibited high photocatalytic activity, stability, and selectivity in the C?H activation of methyl arenes, methylene arenes, and epoxidation of various alkenes under visible- light irradiation without the use of an oxidizing agent and under base free conditions.
Preparation method of O-aminoacetophenone
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Paragraph 0047; 0048; 0050; 0051; 0053; 0054; 0056; 0057, (2020/04/17)
The invention discloses a preparation method of o-aminoacetophenone. The preparation method comprises the following steps: (1) mixing o-nitroethylbenzene, an oxidant, a cocatalyst and an organic solvent, heating the obtained mixed solution to a certain temperature for a reaction, and subjecting the reacted solution to cooling, quenching and extracting to obtain o-nitroacetophenone; and (2) addinga polar solvent and a metal catalyst into the obtained o-nitroacetophenone, carrying out a hydrogenation reduction reaction to obtain a crude o-aminoacetophenone product, and filtering and rectifyingthe crude o-aminoacetophenone product to obtain a refined o-aminoacetophenone product. According to the invention, used raw materials are low in price and easy to obtain, and steps are simple and easyto operate. The o-aminoacetophenone obtained by the method disclosed by the invention is high in purity and high in yield.
Visible-light-driven photochemical activity of ternary Ag/AgBr/TiO2nanotubes for oxidation C(sp3)-H and C(sp2)-H bonds
Hosseini-Sarvari, Mona,Dehghani, Abdulhamid
, p. 16776 - 16785 (2020/10/27)
The Ag/AgBr/TiO2 ternary component nanotube as a heterogeneous photocatalyst was used for the solvent-free oxidation of the benzylic C(sp3)-H bond to the corresponding carbonyl compound or the solvent-controlled selective oxidative cleavage of the CC double bond of styrene to benzaldehyde under visible light at room temperature. A wide variety of carbonyl compounds were successfully synthesized through the developed photocatalytic process. Several advantages such as solvent-free conditions, sans additional oxidant, simple reaction, short reaction time, and easy separation of the product promote the reaction to be green. Moreover, the Ag/AgBr/TiO2 nanotubes could be used several times without reduction in their photocatalytic activity. This journal is
