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Copper-catalyzed C-H bond functionalization enabled by programmed alternating current SCIE
期刊论文 | 2024 | SCIENCE CHINA-CHEMISTRY
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GB/T 7714 Tan, Zhoumei , Xu, Kun , Zeng, Chengchu . Copper-catalyzed C-H bond functionalization enabled by programmed alternating current [J]. | SCIENCE CHINA-CHEMISTRY , 2024 .
MLA Tan, Zhoumei 等. "Copper-catalyzed C-H bond functionalization enabled by programmed alternating current" . | SCIENCE CHINA-CHEMISTRY (2024) .
APA Tan, Zhoumei , Xu, Kun , Zeng, Chengchu . Copper-catalyzed C-H bond functionalization enabled by programmed alternating current . | SCIENCE CHINA-CHEMISTRY , 2024 .
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Electrochemical quinuclidine-mediated Minisci-type acylation of N-heterocycles with aldehydes SCIE
期刊论文 | 2024 , 60 (48) , 6174-6177 | CHEMICAL COMMUNICATIONS
WoS CC Cited Count: 1
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The electro-generation of acyl radicals from both aromatic and aliphatic aldehydes remains an unmet challenge. We provide a solution to this challenge by merging electro-oxidation and a quinuclidine-mediated hydrogen atom transfer strategy. The generation of acyl radicals at decreased applied potentials compared to that of formyl oxidation exhibits excellent functional group compatibility. The electro-generation of acyl radicals from both aromatic and aliphatic aldehydes is a synthetic challenge. We addressed this challenge by merging electro-oxidation and a quinuclidine-mediated HAT strategy.

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GB/T 7714 Li, Yongmei , Sun, Liangbo , Huang, Shengyang et al. Electrochemical quinuclidine-mediated Minisci-type acylation of N-heterocycles with aldehydes [J]. | CHEMICAL COMMUNICATIONS , 2024 , 60 (48) : 6174-6177 .
MLA Li, Yongmei et al. "Electrochemical quinuclidine-mediated Minisci-type acylation of N-heterocycles with aldehydes" . | CHEMICAL COMMUNICATIONS 60 . 48 (2024) : 6174-6177 .
APA Li, Yongmei , Sun, Liangbo , Huang, Shengyang , Xu, Kun , Zeng, Cheng-Chu . Electrochemical quinuclidine-mediated Minisci-type acylation of N-heterocycles with aldehydes . | CHEMICAL COMMUNICATIONS , 2024 , 60 (48) , 6174-6177 .
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Electrochemical Umpolung Enabled Radical-Radical Cross-Coupling Between Electron-Deficient Methylarenes and Aldehydes
期刊论文 | 2023 , 5 (9) , 1973-1981 | CCS CHEMISTRY
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The electrochemical utilization of electron-deficient methylarenes for radical-radical cross-couplings remains very rare. Enabled by an umpolung strategy, the unprecedented electrochemical cross-coupling of electron-deficient methylarenes with aldehydes was developed. The paired electrolysis simultaneously generated electron-deficient benzylic radicals and ketyl radicals at both electrodes, which then under-went radical recombination, governed by polarity matching and persistent-radical effect (PRE) to afford functionalized alcohols that are not easily accessible by other methods. This protocol features catalyst-and external redox agent-free conditions and a formal 100% atom economy. Mechanistic studies support the radical-radical cross-coupling pathway.

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GB/T 7714 Lian, Fei , Xu, Kun , Zeng, Chengchu . Electrochemical Umpolung Enabled Radical-Radical Cross-Coupling Between Electron-Deficient Methylarenes and Aldehydes [J]. | CCS CHEMISTRY , 2023 , 5 (9) : 1973-1981 .
MLA Lian, Fei et al. "Electrochemical Umpolung Enabled Radical-Radical Cross-Coupling Between Electron-Deficient Methylarenes and Aldehydes" . | CCS CHEMISTRY 5 . 9 (2023) : 1973-1981 .
APA Lian, Fei , Xu, Kun , Zeng, Chengchu . Electrochemical Umpolung Enabled Radical-Radical Cross-Coupling Between Electron-Deficient Methylarenes and Aldehydes . | CCS CHEMISTRY , 2023 , 5 (9) , 1973-1981 .
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Electrophotoredox/cerium-catalyzed unactivated alkanes activation for the sustainable synthesis of alkylated benzimidazo-fused isoquinolinones SCIE
期刊论文 | 2023 , 417 , 473-480 | JOURNAL OF CATALYSIS
WoS CC Cited Count: 14
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The external oxidant-free exploitation of abundant alkane feedstocks as alkyl radical precursors remains a topic of high interest in synthetic communities. Here, we report a Ce-catalyzed electrophotoredox radical addition/cyclization cascade for the incorporation of unactivated alkanes to produce alkylated benzimidazo-fused isoquinolinones and other N-containing polycycles. Compared with previous works employing prefunctionalized alkyl radical precursors, this electrophotocatalytic protocol features high step-economy. The external oxidant-free conditions accompanied by the generation of H2 as the only byproduct further highlight the high redox- and atom-economy of this catalytic protocol. (c) 2022 Elsevier Inc. All rights reserved.

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Unactivated alkane Unactivated alkane Cerium catalysis Cerium catalysis Organic electrosynthesis Organic electrosynthesis LMCT LMCT Electrophotocatalysis Electrophotocatalysis

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GB/T 7714 Tan, Zhoumei , Jiang, Yangye , Xu, Kun et al. Electrophotoredox/cerium-catalyzed unactivated alkanes activation for the sustainable synthesis of alkylated benzimidazo-fused isoquinolinones [J]. | JOURNAL OF CATALYSIS , 2023 , 417 : 473-480 .
MLA Tan, Zhoumei et al. "Electrophotoredox/cerium-catalyzed unactivated alkanes activation for the sustainable synthesis of alkylated benzimidazo-fused isoquinolinones" . | JOURNAL OF CATALYSIS 417 (2023) : 473-480 .
APA Tan, Zhoumei , Jiang, Yangye , Xu, Kun , Zeng, Chengchu . Electrophotoredox/cerium-catalyzed unactivated alkanes activation for the sustainable synthesis of alkylated benzimidazo-fused isoquinolinones . | JOURNAL OF CATALYSIS , 2023 , 417 , 473-480 .
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Paired Electrolysis Enabled Trifluoromethylheteroaromatization of Alkenes and Alkyne with Trifluoromethyl Thianthrenium Triflate (TT-CF3 +OTf-) as a Bifunctional Reagent SCIE
期刊论文 | 2023 , 26 (1) , 411-415 | ORGANIC LETTERS
WoS CC Cited Count: 11
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We report a strategic exploitation of trifluoromethyl thianthrenium triflate (TT-CF3+OTf-) as both electromediator and CF3 radical precursors for paired electrolysis. Enabled by this strategy, the three-component trifluoromethylheteroaromatization of alkenes and alkynes was realized. The superiority of TT-CF3+OTf- to other electrophilic CF3 reagents is attributed to the cathodic generation of thianthrene (TT) as a mediator, which shifts the heterogeneous oxidation of interest to a homogeneous one.

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GB/T 7714 Xiang, Fang , Wang, Dehui , Xu, Kun et al. Paired Electrolysis Enabled Trifluoromethylheteroaromatization of Alkenes and Alkyne with Trifluoromethyl Thianthrenium Triflate (TT-CF3 +OTf-) as a Bifunctional Reagent [J]. | ORGANIC LETTERS , 2023 , 26 (1) : 411-415 .
MLA Xiang, Fang et al. "Paired Electrolysis Enabled Trifluoromethylheteroaromatization of Alkenes and Alkyne with Trifluoromethyl Thianthrenium Triflate (TT-CF3 +OTf-) as a Bifunctional Reagent" . | ORGANIC LETTERS 26 . 1 (2023) : 411-415 .
APA Xiang, Fang , Wang, Dehui , Xu, Kun , Zeng, Cheng-Chu . Paired Electrolysis Enabled Trifluoromethylheteroaromatization of Alkenes and Alkyne with Trifluoromethyl Thianthrenium Triflate (TT-CF3 +OTf-) as a Bifunctional Reagent . | ORGANIC LETTERS , 2023 , 26 (1) , 411-415 .
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Electrochemical Decarboxylative Minisci-Type Acylation of Quinoxalines under Catalyst- and External-Oxidant-Free Conditions SCIE
期刊论文 | 2023 , 55 (18) , 3026-3032 | SYNTHESIS-STUTTGART
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Abstract :

An electrochemical approach for the Minisci-type acylation of quinoxalines with a-keto acids as the acyl radical precursors is reported. With the assistance of TFA as the key additive, acylated quinoxalines were constructed in synthetically useful yields. The distinguishable features of this electrochemical protocol include catalyst-and external oxidant-free conditions, and operational simplicity.

Keyword :

acyl radical acyl radical anodic oxidation anodic oxidation Minisci reaction Minisci reaction & alpha;-keto acids & alpha;-keto acids electrosynthesis electrosynthesis

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GB/T 7714 Li, Yongmei , Liang, Sen , Wang, Dehui et al. Electrochemical Decarboxylative Minisci-Type Acylation of Quinoxalines under Catalyst- and External-Oxidant-Free Conditions [J]. | SYNTHESIS-STUTTGART , 2023 , 55 (18) : 3026-3032 .
MLA Li, Yongmei et al. "Electrochemical Decarboxylative Minisci-Type Acylation of Quinoxalines under Catalyst- and External-Oxidant-Free Conditions" . | SYNTHESIS-STUTTGART 55 . 18 (2023) : 3026-3032 .
APA Li, Yongmei , Liang, Sen , Wang, Dehui , Xu, Kun , Zeng, Chengchu . Electrochemical Decarboxylative Minisci-Type Acylation of Quinoxalines under Catalyst- and External-Oxidant-Free Conditions . | SYNTHESIS-STUTTGART , 2023 , 55 (18) , 3026-3032 .
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Electrochemical radical-polar crossover: a radical approach to polar chemistry SCIE
期刊论文 | 2023 , 67 (2) , 450-470 | SCIENCE CHINA-CHEMISTRY
WoS CC Cited Count: 18
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Radical-polar crossover (RPC) reaction bridges the gap between one- and two-electron reactivities, thus providing an ideal solution to overcome the limitations of both radical and polar chemistry. In this manifold, organic electrochemistry provides a uniquely facile strategy to access a diverse array of radical intermediates, thus broadening the chemical space of the RPC concept. This review highlights the synthetic advances in the field of electrochemical RPC reactions since 2020, with an emphasis on the substrate scope, reaction limitation and mechanistic aspect. The related RPC reactions are categorized as net-oxidative, net-reductive, or redox neutral transformations.

Keyword :

alkene functionalization alkene functionalization polar chemistry polar chemistry radical chemistry radical chemistry electrosynthesis electrosynthesis radical-polar crossover radical-polar crossover

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GB/T 7714 Tan, Zhoumei , Zhang, Haonan , Xu, Kun et al. Electrochemical radical-polar crossover: a radical approach to polar chemistry [J]. | SCIENCE CHINA-CHEMISTRY , 2023 , 67 (2) : 450-470 .
MLA Tan, Zhoumei et al. "Electrochemical radical-polar crossover: a radical approach to polar chemistry" . | SCIENCE CHINA-CHEMISTRY 67 . 2 (2023) : 450-470 .
APA Tan, Zhoumei , Zhang, Haonan , Xu, Kun , Zeng, Chengchu . Electrochemical radical-polar crossover: a radical approach to polar chemistry . | SCIENCE CHINA-CHEMISTRY , 2023 , 67 (2) , 450-470 .
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Recent Applications of Homogeneous Catalysis in Electrochemical Organic Synthesis
期刊论文 | 2022 , 4 (4) , 1120-1152 | CCS CHEMISTRY
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Although the combination of electrochemistry and homogeneous catalysis has proven to be a powerful strategy for achieving a diverse array of novel transformations, some challenges such as controlling the diffusion of catalyst-related species and the instability of catalysts at electrodes remain to be overcome. Herein, we review recent advances in electrochemical homogeneous catalysis, focusing on electrochemical noble-transition-metal catalysis, photoelectrochemical catalysis, and electrochemical enantioselective catalysis. The topics discussed include: (1) how the noblemetal catalystworks in the presence of cathodic hydrogen evolution, (2) how the photocatalyst gets enhanced redox property, and (3) how the enantioselectivity is regulated in a catalytic electrochemical reaction.

Keyword :

transition-metal catalysis transition-metal catalysis electrophotocatalysis electrophotocatalysis enantioselective catalysis enantioselective catalysis homogeneous catalysis homogeneous catalysis electrochemistry electrochemistry

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GB/T 7714 Cheng, Xu , Lei, Aiwen , Mei, Tian-Sheng et al. Recent Applications of Homogeneous Catalysis in Electrochemical Organic Synthesis [J]. | CCS CHEMISTRY , 2022 , 4 (4) : 1120-1152 .
MLA Cheng, Xu et al. "Recent Applications of Homogeneous Catalysis in Electrochemical Organic Synthesis" . | CCS CHEMISTRY 4 . 4 (2022) : 1120-1152 .
APA Cheng, Xu , Lei, Aiwen , Mei, Tian-Sheng , Xu, Hai-Chao , Xu, Kun , Zeng, Chengchu . Recent Applications of Homogeneous Catalysis in Electrochemical Organic Synthesis . | CCS CHEMISTRY , 2022 , 4 (4) , 1120-1152 .
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A new oleanane-type triterpene from Ardisia lindleyana D.Dietr and its cytotoxic activity SCIE
期刊论文 | 2022 , 37 (15) , 2517-2524 | NATURAL PRODUCT RESEARCH
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A new oleanane-type triterpene, ardisiapunine A (1), together with eight known compounds were isolated from the roots of Ardisia lindleyana D.Dietr. Their chemical structures were determined by means of spectroscopic methods including HR-ESI-MS and (1 D, 2 D) NMR data. The absolute configuration of compound 1 was established by a single-crystal X-ray diffraction experiment. The new compound is an unusual oleanane-type triterpene bearing an acetal and a C-13-C-18 double bond. The cytotoxicity of all isolated compounds were evaluated using four human cancer cell lines, including A549, HepG2, HeLa and U87. The new compound 1 and compound 2 were weakly active but the known compound 6 exhibited a high cytotoxicity compared to cisplatin.

Keyword :

single-crystal X-ray diffraction single-crystal X-ray diffraction cytotoxic activity cytotoxic activity NMR spectroscopy NMR spectroscopy oleanane-type triterpene oleanane-type triterpene Ardisia lindleyana D Ardisia lindleyana D ardisiapunine A ardisiapunine A Dietr Dietr Primulaceae Primulaceae

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GB/T 7714 Zhou Tiqiang , Wei Zhenzhen , Fu Qianyu et al. A new oleanane-type triterpene from Ardisia lindleyana D.Dietr and its cytotoxic activity [J]. | NATURAL PRODUCT RESEARCH , 2022 , 37 (15) : 2517-2524 .
MLA Zhou Tiqiang et al. "A new oleanane-type triterpene from Ardisia lindleyana D.Dietr and its cytotoxic activity" . | NATURAL PRODUCT RESEARCH 37 . 15 (2022) : 2517-2524 .
APA Zhou Tiqiang , Wei Zhenzhen , Fu Qianyu , Qiu Rui , Zhang Guangjie , Li Bin et al. A new oleanane-type triterpene from Ardisia lindleyana D.Dietr and its cytotoxic activity . | NATURAL PRODUCT RESEARCH , 2022 , 37 (15) , 2517-2524 .
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Electrochemical Organoselenium-Catalyzed Intermolecular Hydroazolylation of Alkenes with Low Catalyst Loadings SCIE
期刊论文 | 2022 , 24 (29) , 5345-5350 | ORGANIC LETTERS
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The organoselenium-catalyzed amination of alkenes is a promising way to construct functionalized amines. However, the use of chemical oxidants and the unavoidable formation of allylic amine or enamine are the two main limitations of these methodologies. Against this background, we herein report an electro-selenocatalytic regime for the hydroazolylation of alkenes with azoles under external oxidant-free conditions with low catalyst loadings. Moreover, this protocol enables the generation of amines without vinyl substituents.

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GB/T 7714 Tan, Zhoumei , Xiang, Fang , Xu, Kun et al. Electrochemical Organoselenium-Catalyzed Intermolecular Hydroazolylation of Alkenes with Low Catalyst Loadings [J]. | ORGANIC LETTERS , 2022 , 24 (29) : 5345-5350 .
MLA Tan, Zhoumei et al. "Electrochemical Organoselenium-Catalyzed Intermolecular Hydroazolylation of Alkenes with Low Catalyst Loadings" . | ORGANIC LETTERS 24 . 29 (2022) : 5345-5350 .
APA Tan, Zhoumei , Xiang, Fang , Xu, Kun , Zeng, Chengchu . Electrochemical Organoselenium-Catalyzed Intermolecular Hydroazolylation of Alkenes with Low Catalyst Loadings . | ORGANIC LETTERS , 2022 , 24 (29) , 5345-5350 .
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