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Advances in selective hydrogenation ofα,β‑unsaturated aldehydes/ketones catalyzed by metal‑organic frameworks and their derivatives:A review
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作者 YANG Jiaxuan DENG Chenfa +7 位作者 LIU Jingyang XU Chenzexi CHEN Hongxin ZHU Yahui LI Ying WANG Shuhua ZHOU Rongping CHEN Chao 《无机化学学报》 北大核心 2025年第10期1973-2010,共38页
The selective hydrogenation ofα,β-unsaturated aldehydes/ketones enables precise control over product structures and properties by regulating hydrogen transport pathways and bond cleavage sequences to selectively red... The selective hydrogenation ofα,β-unsaturated aldehydes/ketones enables precise control over product structures and properties by regulating hydrogen transport pathways and bond cleavage sequences to selectively reduce C=C or C=O bonds while preserving other functional groups within the molecule.This approach serves as a critical strategy for the directional synthesis of high-value molecules.However,achieving such selectivity remains challenging due to the thermodynamic equilibrium and kinetic competition between C=O and C=C bonds inα,β-unsaturated systems.Consequently,constructing precisely targeted catalytic systems is essential to overcome these limitations,offering both fundamental scientific significance and industrial application potential.Metal-organic frameworks(MOFs)and their derivatives have emerged as innovative platforms for designing such systems,owing to their programmable topology,tunable pore microenvironments,spatially controllable active sites,and modifiable electronic structures.This review systematically summarizes the research progress of MOF-based catalysts for selec-tive hydrogenation ofα,β-unsaturated aldehydes/ketones in the last decade,with emphasis on the design strategy,conformational relationship,and catalytic mechanism,aiming to provide new ideas for the design of targeted catalyt-ic systems for the selective hydrogenation ofα,β-unsaturated aldehydes/ketones. 展开更多
关键词 α β-unsaturated aldehydes/ketones metal-organic frameworks DERIVATIVES selective hydrogenation catalytic mechanism hydrogenation path
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Advances in the Synthesis of α-Trifluoromethyl Ketones and Their Application via Defluorinative Reactions 被引量:1
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作者 Cao Sufang Liu Yunyun Wan Jieping 《有机化学》 北大核心 2025年第1期86-103,共18页
α-Trifluoromethyl ketones are a class of useful compounds with versatile applications.Their synthetic application via the transformation of the C—F bonds is of particular interest by allowing the synthesis of organi... α-Trifluoromethyl ketones are a class of useful compounds with versatile applications.Their synthetic application via the transformation of the C—F bonds is of particular interest by allowing the synthesis of organic compounds with diverse structures.Herein,the advances in the research areas ofα-trifluoromethyl ketone synthesis and their defluorination reactions are reviewed.Discussion on the mechanisms of the typical reactions has also been provided,in hope of affording some guides to the chemistry ofα-trifluoromethyl ketones in the synthetic methods toward themselves and their derivatives. 展开更多
关键词 α-trifluoromethyl ketone synthetic method synthetic application DEFLUORINATION cascade reaction
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Alumina-Promoted Michael Addition of Imidazo[1,2-a]pyridines with α,β-Unsaturated Ketones
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作者 Sun Yadong Zhou Hai +2 位作者 Zheng Tucai Wang Shoucai Ji Fanghu 《有机化学》 北大核心 2025年第9期3361-3369,共9页
A direct Michael addition reaction between imidazo[1,2-a]pyridines andα,β-unsaturated ketones using acidic alumina as a C(sp3)—H acid catalyst has been developed.The abundant C(sp3)—H acid sites(Al^(3+))on the aci... A direct Michael addition reaction between imidazo[1,2-a]pyridines andα,β-unsaturated ketones using acidic alumina as a C(sp3)—H acid catalyst has been developed.The abundant C(sp3)—H acid sites(Al^(3+))on the acidic alumina surface effectively activate the carbonyl group ofα,β-unsaturated ketones,significantly enhancing the electrophilicity of theβ-carbon and thereby facilitating selective alkylation at the C3 position of imidazo[1,2-a]pyridines.This method demonstrates excellent functional group compatibility,mild reaction conditions,low reagent costs,and operational simplicity,providing a novel strategy for the efficient synthesis of alkylated imidazo[1,2-a]pyridine derivatives. 展开更多
关键词 C(sp3)-H acid imidazo[1 2-a]pyridine α β-unsaturated ketone Michael addition
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Direct synthesis of jet fuel range alkanes with lignocellulosic ketones and/or alcohols over a single non-noble metal catalyst
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作者 Zhufan Zou Aiqin Wang +2 位作者 Tao Zhang Yu Cong Ning Li 《Journal of Energy Chemistry》 2025年第9期101-108,I0005,共9页
C-C coupling and hydrodeoxygenation are two important reactions in the production of sustainable aviation fuels(SAFs)with lignocellulose derived oxygenates.However,it is challenging to integrate them into a one-step p... C-C coupling and hydrodeoxygenation are two important reactions in the production of sustainable aviation fuels(SAFs)with lignocellulose derived oxygenates.However,it is challenging to integrate them into a one-step process because the necessity of oxygen containing functional groups in the C-C coupling reactions.Herein,jet fuel range polycycloalkanes and branched alkanes were directly synthesized by a cascade self-aldol condensation/hydrodeoxygenation reaction of lignocellulosic ketones over a zirconium phosphate loaded calcium modified nickel catalyst(NiCa/ZrP)that was prepared by a simple incipient impregnation method.Compared with the catalyst systems that have been reported in literature,the NiCa/ZrP catalyst have many advantages such as fewer step,easier operation and preparation,lower equipment investment and cost,wider applicability,etc.Moreover,the NiCa/ZrP is also applicable for the direct production of jet fuel range alkanes with lignocellulosic ketones and/or alcohols by a cascade dehydrogenation/aldol condensation/hydrodeoxygenation reaction.This work gives a new idea about the reduction of energy consumption and cost by catalyst designing in the manufacture of SAFs from lignocellulose. 展开更多
关键词 LIGNOCELLULOSE KETONE Jet fuel Process integration Catalyst design
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Silicon mediated synthesis and selected transformations of β-chloroketones 被引量:2
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作者 Tarek A.Salama Saad S.Elmorsy 《Chinese Chemical Letters》 SCIE CAS CSCD 2011年第10期1171-1174,共4页
A combination of tetrachlorosilane(TCS) and phenol in dichloromethane was found to be an efficient reagent for hydro-chlorination ofα,β-unsaturated ketones to afford the correspondingβ-chloroketones in good yield... A combination of tetrachlorosilane(TCS) and phenol in dichloromethane was found to be an efficient reagent for hydro-chlorination ofα,β-unsaturated ketones to afford the correspondingβ-chloroketones in good yield at ambient temperature. Reactions of the titled compounds with TCS-NaN_3 as well as with nitriles utilizing TCS-ZnCl_2 to give 1,5-disubstituted tetrazole derivatives orβ-amido ketones respectively are also described. 展开更多
关键词 TETRACHLOROSILANE PHENOL β-Chloroketones Synthesis TETRAZOLES β-Amido ketones
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Microwave-assisted synthesis of α-hydroxy aromatic ketones from α-bromo aromatic ketones in water
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作者 Xiang Liu Hai Bo Chen +2 位作者 Zheng Guang Pan Jian He Xu He Xing Li 《Chinese Chemical Letters》 SCIE CAS CSCD 2011年第1期53-56,共4页
A reaction of α-bromo aromatic ketones in water with microwave irradiation gave the corresponding α-hydroxy aromatic ketones in good yields. The use of microwaves was found to significantly improve yields and shorte... A reaction of α-bromo aromatic ketones in water with microwave irradiation gave the corresponding α-hydroxy aromatic ketones in good yields. The use of microwaves was found to significantly improve yields and shorten the reaction time. This reaction afforded a very clean, convenient method for the synthesis of α-hydroxy aromatic ketones. 展开更多
关键词 α-Hydroxy aromatic ketones α-Bromo aromatic ketones Microwave irradiation
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CeCl_3·7H_2O as an efficient catalyst for one-pot synthesis of β-amino ketones by three-component Mannich reaction 被引量:10
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作者 Yan Dai Chun Xu Lü 《Chinese Chemical Letters》 SCIE CAS CSCD 2010年第1期31-34,共4页
Cerium trichloride heptahydrate(CeCl_3·7H_2O) was found to be an efficient and recyclable catalyst for the three-component direct Mannich reaction of anilines and benzaldehydes with acetophenone.This protocol has... Cerium trichloride heptahydrate(CeCl_3·7H_2O) was found to be an efficient and recyclable catalyst for the three-component direct Mannich reaction of anilines and benzaldehydes with acetophenone.This protocol has advantages of high yield,no environmental pollution,mild condition,and simple work-up procedure. 展开更多
关键词 Cerium trichloride heptahydrate Mannich reaction β-Amino ketones Lewis acid
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Baeyer-Villiger oxidation of cyclic ketones utilizing potassium peroxydisulfate(K_2S_2O_8) or sodium perborate(NaBO_3) in acidic media 被引量:8
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作者 S.Zarrabi N.O.Mahmoodi +1 位作者 K.Tabatabaeian M.A.Zanjanchi 《Chinese Chemical Letters》 SCIE CAS CSCD 2009年第12期1400-1404,共5页
The efficient, green, facile, mild and straightforward conversion procedure for the oxidation of cyclic ketones to lactones at room temperature utilizing potassium peroxydisulfate (K2S2O8) in acidic media is satisfa... The efficient, green, facile, mild and straightforward conversion procedure for the oxidation of cyclic ketones to lactones at room temperature utilizing potassium peroxydisulfate (K2S2O8) in acidic media is satisfactory to high yields without using traditional chlorinated solvents is reported. This oxidative reagent is cheap and friendly environmental procedure for industrial purposes than use of organic peracids. 展开更多
关键词 Baeyer-Villiger oxidation Cyclic ketones Potassium peroxydisulfate (K2S208) Acidic media Sodium perborate (NaBO3)
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Gallium trichloride-catalyzed conjugate addition of indole and pyrrole to α,β-unsaturated ketones in aqueous media 被引量:5
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作者 Rong Xu Jin Chang Ding +2 位作者 Xi An Chen Miao Chang Liu Hua Yue Wu 《Chinese Chemical Letters》 SCIE CAS CSCD 2009年第6期676-679,共4页
Michael addition of indole and pyrrole to a variety of α, β-unsaturated ketones was efficiently promoted by a catalytic amount of GaCl3 in aqueous media to afford the corresponding products in good to excellent yields.
关键词 Gallium trichloride Michael addition INDOLE PYRROLE α β-Unsaturated ketones
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Sulfamic acid:An efficient,cost-effective and green catalyst for crossed-aldol condensation of ketones with aromatic aldehydes under solvent-free 被引量:3
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作者 Amin Rostami Firoz Ahmad-Jangi 《Chinese Chemical Letters》 SCIE CAS CSCD 2011年第9期1029-1032,共4页
Aromatic aldehydes undergo crossed-aldol condensation with ketones in the presence of catalytic amount of sulfamic acid (SA) to afford the corresponding α,β-unsaturated aldol products under solvent-free conditions... Aromatic aldehydes undergo crossed-aldol condensation with ketones in the presence of catalytic amount of sulfamic acid (SA) to afford the corresponding α,β-unsaturated aldol products under solvent-free conditions in good to high yields at 45-80 ℃. 展开更多
关键词 ALDEHYDES ketones Crossed-aldol condensation β-Unsaturated aldol Catalyst Sulfamic acid
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A Practical and Efficient Procedure for Preparation of Diacetals from 2,2-Bis(hydroxymethyl) propane-1,3-diol with Aldehydes and Ketones Catalysed by Anhydrous Ferrous Sulfate 被引量:6
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《厦门大学学报(自然科学版)》 CAS CSCD 北大核心 1999年第S1期285-285,共1页
关键词 A Practical and Efficient Procedure for Preparation of Diacetals from 2 2-Bis HYDROXYMETHYL propane-1 3-diol with Aldehydes and ketones Catalysed by Anhydrous Ferrous Sulfate
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A simple and efficient method for solvent-free iodination of hydroxylated aromatic aldehydes and ketones using iodine and iodic acid by grinding method 被引量:3
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作者 Archana Vibhute Shyam Mokle +2 位作者 Khushal Karamunge Vasant Gurav Yeshwant Vibhute 《Chinese Chemical Letters》 SCIE CAS CSCD 2010年第8期914-918,共5页
Green,mild and efficient iodination of hydroxylated aromatic aldehydes and ketones using iodine and iodic acid in the solidstate by grinding under solvent-free conditions at room temperature.This method provides sever... Green,mild and efficient iodination of hydroxylated aromatic aldehydes and ketones using iodine and iodic acid in the solidstate by grinding under solvent-free conditions at room temperature.This method provides several advantages such as environmentally friendly,short reaction times,high yields,non-hazardous and simple work-up procedure. 展开更多
关键词 IODINATION Aromatic aldehydes Aromatic ketones GRINDING
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1,2-Dibromoethane and KI mediated α-acyloxylation of ketones with carboxylic acids 被引量:2
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作者 Xujie Wang Gangsheng Li +3 位作者 Yanan Yang Jianshuang Jiang Ziming Feng Peicheng Zhang 《Chinese Chemical Letters》 SCIE CAS CSCD 2020年第3期711-714,共4页
The 1,2-dibromoethane-and Kl-mediatedα-acyloxylation of ketones is reported in moderate to good yield without the use of transition metals and strong oxidants.Various acids are well tolerated with wide functional gro... The 1,2-dibromoethane-and Kl-mediatedα-acyloxylation of ketones is reported in moderate to good yield without the use of transition metals and strong oxidants.Various acids are well tolerated with wide functional group compatibility.An 1,2-dibromoethane-and Kl-catalysed reaction mechanism is proposed based on the results of control experiments. 展开更多
关键词 1 2-Dibromoethane KI α-Acyloxylation ketones Carboxylic ACIDS
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Kinetic and product studies of Cl atoms reactions with a series of branched Ketones 被引量:1
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作者 Yangang Ren Jinhe Wang +2 位作者 Benoit Grosselin Veronique Daele Abdelwahid Mellouki 《Journal of Environmental Sciences》 SCIE EI CAS CSCD 2018年第9期271-282,共12页
The rate constants for the C1 atom reaction with three branched ketones have been measured at 298 ± 2 K and 760 Torr using the relative rate method in the absence of NO. The rate constants values obtained (in un... The rate constants for the C1 atom reaction with three branched ketones have been measured at 298 ± 2 K and 760 Torr using the relative rate method in the absence of NO. The rate constants values obtained (in units of 10^-10 cm^3/(molecule.sec)) are: k(2-methyl-3-pentanone) = 1.07 ± 0.26, k(3-methyl-2-pentanone) =1.21 ± 0.26, and k(4-methyl-2-pentanone) = 1.35 ± 0.27. Combining the chemical kinetic data obtained by this study with those reported for other ketones, a revised Structure Activity Relationship (SAR) parameter and R group reactivity (kR of R(O)R' and CHx (x = 1, 2, 3) group reactivity (kCHx) toward C1 atoms were proposed. In addition, the products from the three reactions in the presence of NO were also identified and quantified by using PTR-ToF-MS and GC-FID, and the yields of the identified products are: acetone (39% ± 8%) + ethanal (78% ± 12%), 2-butanone (22% ± 2%) + ethanal (75% ± 10%) + propanal (14% ± 1%) and acetone (26% ± 3%) + 2-methylpmpanal (24% ± 2%), for C1 atoms reaction with 2-methyl-3-pentanone, 3-methyl-2-pentanone and 4-methyl-2-pentanone, respectively. Based on the obtained results, the reaction mechanisms of C1 atoms with these three ketones are proposed. 展开更多
关键词 ketones Cl atoms Rate constants PRODUCTS Mechanism
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TRANSFER HYDROGENATION OF KETONES BY PROPAN-2-OL OVER POLY(PHENYLENE OXIDE) ANCHORED RUTBENIUM CATALYST 被引量:1
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作者 Han Rong GAO Yun XU Shi Jian LIAO and Dao Rong YU(Dalina Institute of Chemical Physics,Chinese Acaemy of Sciences,Dalian 116023)(Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences ,Shanghai 20003 《Chinese Chemical Letters》 SCIE CAS CSCD 1994年第3期189-192,共4页
Both aliphatic and aromatic ketones are efficiently transfer-hydrogenated by propan-2-ol under mild conditions in the presence of a catalytic amount of poly(2,6-dimethyl-1,4-Phenylene oxide) (PPO) anchored ruthenium... Both aliphatic and aromatic ketones are efficiently transfer-hydrogenated by propan-2-ol under mild conditions in the presence of a catalytic amount of poly(2,6-dimethyl-1,4-Phenylene oxide) (PPO) anchored ruthenium complex and sodium hydroxide. An important feature of this polymer anchored catalyst is its stability in air. 展开更多
关键词 OL OVER PROPAN PHENYLENE ketones ANCHORED BY
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Manganese catalyzed asymmetric transfer hydrogenation of ketones 被引量:1
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作者 Guang-Ya Zhang Sun-Hong Ruan +1 位作者 Yan-Yun Li Jing-Xing Gao 《Chinese Chemical Letters》 SCIE CAS CSCD 2021年第4期1415-1418,共4页
The asymmetric transfer hydrogenation(ATH)of a wide range of ketones catalyzed by manganese complex as well as chiral P_(x)N_(y)-type ligand under mild conditions was investigated.Using 2-propanol as hydrogen source,v... The asymmetric transfer hydrogenation(ATH)of a wide range of ketones catalyzed by manganese complex as well as chiral P_(x)N_(y)-type ligand under mild conditions was investigated.Using 2-propanol as hydrogen source,various ketones could be enantioselectively hydrogenated by combining cheap,readily available[MnBr(CO)_(5)]with chiral,22-membered macrocyclic ligand(R,R,R',R')-CyP_(2)N_(4)(L_(5))with 2 mol%of catalyst loading,affording highly valuable chiral alcohols with up to 95%ee. 展开更多
关键词 Asymmetric catalysis MANGANESE ketones Macrocyclic ligand Asymmetric transfer hydrogenation
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Methanol as hydrogen source: Chemoselective transfer hydrogenation of α,β-unsaturated ketones with a rhodacycle 被引量:1
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作者 Ahmed H. Aboo Robina Begum +2 位作者 Liangliang Zhao Zahoor H. Farooqi Jianliang Xiao 《Chinese Journal of Catalysis》 SCIE EI CAS CSCD 北大核心 2019年第11期1795-1799,共5页
Methanol is a safe, economic and easy-to-handle hydrogen source. It has rarely been used in transfer hydrogenation reactions, however. We herein report that a cyclometalated rhodium complex, rhodacycle, catalyzes high... Methanol is a safe, economic and easy-to-handle hydrogen source. It has rarely been used in transfer hydrogenation reactions, however. We herein report that a cyclometalated rhodium complex, rhodacycle, catalyzes highly chemoselective hydrogenation of α,β-unsaturated ketones with methanol as the hydrogen source. A wide variety of chalcones, styryl methyl ketones and vinyl methyl ketones, including sterically demanding ones, were reduced to the saturated ketones in refluxing methanol in a short reaction time, with no need for inter gas protection, and no reduction of the carbonyl moieties was observed. The catalysis described provides a practically easy and operationally safe method for the reduction of olefinic bonds in α,β-unsaturated ketone compounds. 展开更多
关键词 α β-Unsaturated ketones Transfer hydrogenation METHANOL Rhodium complex CHEMOSELECTIVITY
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Synthesis of 1,2-allenic ketones through oxidation of homopropargyl alcohols with CrO_3(cat.)/TBHP under MWI 被引量:1
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作者 Xin Ying Zhang Ying Ying Qu Yang Yang Wang Xue Sen Fan 《Chinese Chemical Letters》 SCIE CAS CSCD 2011年第3期268-271,共4页
A CrO3 catalyzed oxidation of homopropargyl alcohols with tert-butyl hydroperoxide under microwave irradiation was found to be an efficient and rapid alternative for the preparation of 1,2-allenic ketones.The advantag... A CrO3 catalyzed oxidation of homopropargyl alcohols with tert-butyl hydroperoxide under microwave irradiation was found to be an efficient and rapid alternative for the preparation of 1,2-allenic ketones.The advantages of this procedure include short reaction time,less adverse impact on the environment and reasonably high efficiency. 展开更多
关键词 Allenic ketones OXIDATION Microwave irradiation Chromium(Ⅵ) oxide tert-Butyl hydroperoxide
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Silica gel catalyzed α-bromination of ketones using N-bromosuccinimide: An easy and rapid method 被引量:5
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作者 Bodireddy Mohan Reddy Velpula Venkata Ramana Kumar +1 位作者 Nallagondu Chinna Gangi Reddy Siripragada Mahender Raob 《Chinese Chemical Letters》 SCIE CAS CSCD 2014年第1期179-182,共4页
An easy and rapid method for the α-bromination of ketones using N-bromosuccinimide (NBS) catalyzed by silica gel in methanol under reflux conditions was developed. The expected products were formed in excellent iso... An easy and rapid method for the α-bromination of ketones using N-bromosuccinimide (NBS) catalyzed by silica gel in methanol under reflux conditions was developed. The expected products were formed in excellent isolated yields within a short period of time (5-20 min). Major advantages of the present procedure include use of inexpensive and readily available catalyst, exclusion of pre- and post-chemical treatment of catalyst and use of methanol as solvent instead of ethers and chlorinated solvents. 展开更多
关键词 Heterogeneous catalysis α-Brominatio nN-bromosuccinimide (NBS)Silica gel ketones
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Potassium iodide catalyzed reductive dehalogenation ofα-halo-ketones using Hantzsch ester diethyl 1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate as reductant 被引量:1
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作者 Hong Sheng Li Yi Qun Li 《Chinese Chemical Letters》 SCIE CAS CSCD 2010年第8期931-934,共4页
In the presence of diethyl 1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate(DHP) and a catalytic amount of potassium iodide,severalα-halo ketones were easily reduced to the corresponding ketones in acetone media.... In the presence of diethyl 1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate(DHP) and a catalytic amount of potassium iodide,severalα-halo ketones were easily reduced to the corresponding ketones in acetone media.The procedure presented here showed several merits such as short reaction time,practical experimental and isolated procedure,and excellent yields of products. 展开更多
关键词 DEHALOGENATION α-Halo ketones Hantzsch ester 1 4-Dihydro-2 6-dimethylpyridine-3 5-dicarboxylate Potassium iodide
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