Article
Chemistry, Multidisciplinary
Xiang-Ting Min, Ding-Wei Ji, Yu-Qing Guan, Shi-Yu Guo, Yan-Cheng Hu, Boshun Wan, Qing-An Chen
Summary: Transition metal catalyzed decarbonylation offers a unique synthetic strategy for new chemical bond formation. The study developed a visible light induced rhodium catalysis for decarbonylative coupling of imides with alkynes under ambient conditions, revealing the rhodium complex serves as both the catalytic center and photosensitizer. This visible light promoted catalytic decarbonylation strategy opens up new opportunities for re-evaluating old transformations with ligand dissociation as a rate-determining step.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Review
Chemistry, Multidisciplinary
Ryan T. Davison, Erin L. Kuker, Vy M. Dong
Summary: The article discusses the application of transition metal catalysis in carbon-hydrogen bond activation and the research results in carbonylation reactions, including hydroacylation and hydroacylation of carbonyls. The studies demonstrate that transition metal catalysts can promote C-C and C-O bond-forming reactions, as well as C-C bond-cleaving processes.
ACCOUNTS OF CHEMICAL RESEARCH
(2021)
Article
Chemistry, Organic
Han Cao, Xuejing Liu, Fusheng Bie, Yijun Shi, Ying Han, Peng Yan, Michal Szostak, Chengwei Liu
Summary: This study presents a general and practical palladium-catalyzed intramolecular decarbonylative coupling of thioesters with excellent functional group tolerance and broad substrate scope, using commercially available, cheap, and practical Pd(OAc)(2) catalyst and phosphine ligands under base-free conditions. This versatile protocol is easily performed on a gram scale and applied in late-stage drug derivatization.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Multidisciplinary
Davinder Singh, Javeed Ahmad Tali, Gulshan Kumar, Ravi Shankar
Summary: The efficient strategy developed allows for the deformylative halogenation of carbaldehyde imidazo-fused heterocycles in the presence of TBHP controlled by temperature. The method demonstrates excellent regioselectivity, mild conditions, and functional group tolerance, making it a convenient and sequential functionalization approach from C8 to C3. Additionally, N-Heterocycle benzamide products can be obtained through the ring opening of imidazopyridines via the cleavage of C-C bonds at high temperatures.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Applied
Jin-Hua Bai, Xiu-Juan Qi, Wei Sun, Tian-Yang Yu, Peng-Fei Xu
Summary: This report presents a method for Ni-catalyzed intramolecular decarbonylative coupling, allowing the conversion of areneselenol esters to diaryl selenides. The catalyst, which is inexpensive and readily available, can be used under mild reaction conditions to construct structurally diverse diaryl selenides, including heterocyclic and natural product derivatives.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Organic
Liu Xiaojie, Xu Biping, Su Weiping
Summary: This study developed a rhodium-catalyzed decarbonylative Suzuki-Miyaura cross-coupling via in-situ generation strategy of acyl fluorides from carboxylic acids, which showed excellent functional group tolerance and provided a new approach to the synthesis of important aryl compounds.
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Applied
Francesco Calogero, Giandomenico Magagnano, Simone Potenti, Andrea Gualandi, Andrea Fermi, Paola Ceroni, Pier Giorgio Cozzi
Summary: A regioselective vinylation reaction of aromatic and aliphatic aldehydes, promoted by the merging of photoredox and nickel catalysis, has been reported. Through comprehensive investigation of reaction conditions, a valid and reproducible protocol based on nickel-mediated reductive coupling under visible light irradiation has been disclosed. The use of 3CzClIPN as the photocatalyst and Hantzsch's ester as the organic reductant replaces the commonly used reducing agents, making this method a worthy alternative. The mild reaction conditions allow access to a wide range of substituents on both the aldehyde and the alkyne. Furthermore, careful photophysical investigations have shed light on the reaction mechanism.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
Kezhuo Zhang, Jiaxin Huang, Wanxiang Zhao
Summary: In this study, a novel strategy for the preparation of ketones from aldehydes and allylic boronic esters is presented. This involves the allylation of aldehydes with allylic boronic esters and the Rh-catalyzed chain-walking of homoallylic alcohols. The key to the success of this approach is the protodeboronation of alkenyl borylether intermediate using a tetravalent borate anion species in the presence of KHF2 and MeOH. This method offers mild reaction conditions, broad substrate scope, and excellent functional group tolerance. Mechanistic studies support the involvement of tandem allylation and chain-walking processes.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Organic
Bidisha R. Bora, Rashmi Prakash, Sabera Sultana, Sanjib Gogoi
Summary: A ruthenium(II)-catalyzed coupling reaction of isatoic anhydrides and salicylaldehydes has been developed for the synthesis of 2-aminobenzoates, affording good yields of aryl 2-aminobenzoates through metal-catalyzed decarbonylation and decarboxylation.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Organic
Yonghong Liu, Shuangjie Lin, Dandan Zhang, Bingkun Song, Yunhe Jin, Erjun Hao, Lei Shi
Summary: This work presents a photochemical Nozaki-Hiyama-Kishi coupling reaction enabled by bioinspired Hantzsch ester, which serves as both an electron and a proton donor. The method offers a mild and operationally easy approach that shows broad compatibility with various alkenyl triflates and aldehydes.
Article
Chemistry, Organic
Xiao-Yu Lu, Meng-Yuan Ge, Ting-Hua Tao, Xiao-Mei Sun, Meng-Ting Gao, Shu-Ting Bao, Qi-Le Liu, Ze-Jie Xia, Jing Xia
Summary: This study presents a novel and practical strategy for constructing monofluoroalkenes from aliphatic aldehydes, which are key functional groups in synthetic transformations in pharmaceutical and agrochemical sciences. The reaction showed excellent Z-stereoselectivity with moderate to high yields using alpha-fluoro cinnamic acids and aliphatic aldehydes as substrates.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Chengwei Liu, Michal Szostak
Summary: Decarbonylative Sonogashira cross-coupling of carboxylic acids by palladium catalysis involves in situ activation of carboxylic acids to form aryl-Pd intermediate, followed by coupling with alkynes to generate new C(sp(2))-C(sp) bonds efficiently. This methodology can be applied to the derivatization of pharmaceuticals and mechanistic studies suggest the decarbonylation precedes transmetalation in this process.
Article
Chemistry, Organic
Guofu Zhang, Huihui Miao, Chenfei Guan, Chengrong Ding
Summary: The direct transformation of aryl carboxylic acids to aryl nitriles has been achieved through palladium-catalyzed decarbonylative cyanation without the use of a base. Successful analysis of the decarbonylative cyanation of drug molecules and gram-scale reactions validates the practicality and operability of this method.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Masayuki Kubo, Naomi Inayama, Eisuke Ota, Junichiro Yamaguchi
Summary: Dance reactions on aromatic rings provide a powerful tool in organic chemistry to move functional groups. By combining with transition-metal-catalyzed coupling reactions, dance reactions of halides and pseudohalides offer a unique platform for the synthesis of diverse substituted aromatic compounds.
Article
Chemistry, Multidisciplinary
Xingwei Li, Heng Song, Songjie Yu, Ruijie Mi, Xiao-Xi Li
Summary: The incorporation of fluorine atoms in organics improves their bioactivity and lipophilicity. Catalytic functionalization of gem-difluorodienes represents one of the most straightforward approaches to access fluorinated alkenes. Our asymmetric protocol exhibits high 1,4-regio- and enantioselectivity with utility in the late-stage modification of pharmaceuticals and natural products. Stoichiometric experiments provide evidences for the π-allylrhodium pathway. Related oxyamination was also realized when trifluoroethanol was used as an oxygen nucleophile.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Allergy
Qiuyan Liang, Jinrong Fu, Xiang Wang, Lijuan Liu, Wenfeng Xiao, Yajing Gao, Lan Yang, Hongmiao Yu, Xueru Xie, Zikun Tu, Saihua Huang, Xiao Han, Liling Qian, Yufeng Zhou
Summary: This study identified 372 differentially expressed circRNAs in peripheral blood mononuclear cells (PBMCs) of children with asthma. Among them, a circRNA called circS100A11 was highly expressed in monocytes and significantly upregulated in children with asthma. Further experiments demonstrated that circS100A11 promoted M2a macrophage activation by enhancing translation of its host gene, S100A11, and exacerbated lung inflammation in a mouse model of asthma. The study also found that circS100A11 competitively bound to CAPRIN1 to promote S100A11 translation, thereby enhancing M2a macrophage activation.
Article
Chemistry, Organic
Jiaxin Yao, Lin Yu, Wengui Duan, Chao-Jun Li
Summary: This study developed a novel method for the synthesis of arylsilane via Pd-catalyzed cross-coupling of hexamethyldisilane with nitroarenes. The method exhibits high selectivity and utilizes readily accessible chemical feedstocks.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Multidisciplinary Sciences
Jing-Tan Han, Hui Su, Lida Tan, Chao-Jun Li
Summary: Gallium nitride (GaN), as a methane-active semiconductor, can catalyze the photooxidation of methane and selectively control the production of methanol and formic acids by regulating the O2 content in water, without generating overoxidation products. The controllable generation of moderately reactive oxygen radicals (center dot OOH and center dot OH) in combination with direct methane activation by GaN is responsible for the highly selective reactivity and tunability through a photo-generated radical process.
Article
Pediatrics
Lingyu Lai, Yong Lu, Zhimin Xi, Fang Liu, Liling Qian, Libo Wang, Quming Zhao
Summary: This study presented two cases of Bronchial Dieulafoy's disease (BDD) in children, diagnosed by bronchial arteriography and CTA. Both patients underwent successful bronchial artery embolization (BAE) and no recurrence of hemoptysis was observed during the follow-up period. It highlights the importance of considering BDD in children with hemoptysis and endobronchial protrusion.
TRANSLATIONAL PEDIATRICS
(2023)
Article
Fisheries
Chengbin Gao, Xin Cai, Alan J. Lymbery, Le Ma, Min Cao, Chao Li
Summary: An integrative analysis was conducted in black rockfish intestine and spleen after bacterial infection, revealing a cooperation between the immune genes of the two organs. Two key immune genes and their related non-coding RNAs were identified in the regulation mechanism of the intestine-spleen axis during different bacterial infections. These findings provide insights into the immune response in black rockfish.
Article
Fisheries
Zhe Liu, Peng Liu, Tong Cui, Xuan Chen, Beibei Wang, Chengbin Gao, Zhongyi Wang, Chao Li, Ning Yang
Summary: Six IKK genes were identified in turbot, and they were widely expressed in various tissues. After bacterial infection, these genes showed different expression patterns in mucosal tissues, indicating their potential roles in maintaining mucosal barrier integrity. Protein-protein interaction network analysis revealed that most interacting proteins of IKK genes were related to the NF-kappa B signaling pathway. Functional experiments confirmed the involvement of SmIKK alpha/SmIKK alpha 2/SmIKK beta in the activation of NF-kappa B in turbot.
FISH & SHELLFISH IMMUNOLOGY
(2023)
Article
Fisheries
Chengbin Gao, Xin Cai, Le Ma, Peng Sun, Chao Li
Summary: In this study, the regulatory roles of circRNA-related ceRNA networks in the spleen immune system of black rockfish infected with A. salmonicida were investigated. The results revealed 39 differentially expressed circRNAs during the infection, which were significantly enriched in multiple immune-related pathways. These findings suggest a potential role of circRNA in the antibacterial immune response of fish.
FISH & SHELLFISH IMMUNOLOGY
(2023)
Article
Biochemistry & Molecular Biology
Donglei Sun, Xin Qi, Haishen Wen, Chao Li, Jianlong Li, Jiwei Chen, Zexin Tao, Mingxin Zhu, Xiaoyan Zhang, Yun Li
Summary: A new yellow-mutant northern snakehead with market-favoured yellow skin was discovered in China. It was confirmed to be an albino with a non-sense mutation in slc45a2 gene as the causation for the yellow skin. Comparative transcriptomic analysis revealed the potential involvement of fibroblasts in pigmentation in fish.
Article
Biochemistry & Molecular Biology
Min Cao, Ting Xue, Huijun Huo, Xiaoyan Zhang, Ning Ning Wang, Xu Yan, Chao Li
Summary: Spatial transcriptomes were used to study the transcriptomic landscape in the posterior intestine of Sebastes schlegelii following Edwardsiella piscicida infection. A molecular regionalization of the posterior intestine was observed in the healthy condition. After bacterial infection, immune-related genes were predominantly found in the mucosa layer. The expression of regeneration-related genes suggested the constant proliferation of new cells in response to pathogen invasion, while increasing microbiota communities indicated their role in maintaining intestinal integrity and shaping the mucosal immune system.
Article
Construction & Building Technology
Senyu Lou, Yaou Zhang, Chao Li, Jingjing Chen
Summary: This paper focuses on the Largos of the Macau Peninsula and categorizes their main functions as serving the community, facilitating traffic, and promoting religious culture through historical combing and field research. A spatial syntactic theory is applied to establish a model, using three syntactic parameters - synergy, integration, and choice - to interpret the analysis results. Based on the syntactic parameters, the results are divided into four categories, and improvement strategies are proposed for the selected spaces that require enhancements. Taking Macau's Largos as an example, this paper aims to provide a reference for the effective renewal of urban micro-spaces and small public spaces by applying space syntax analysis.
Article
Chemistry, Physical
Kanchan Dutta, Mohsen Shahryari, Chao-Jun Li, Jan Kopyscinski
Summary: In this study, the rate-limiting step for the direct non-oxidative methane coupling to ethylene over gallium-nitride catalysts, which is the second C-H bond cleavage in methane to form methylene, was investigated. Isotope labelled experiments, in-situ diffuse reflectance infrared Fourier transform spectroscopy (DRIFTS), 13C solid state-NMR, and kinetic modelling were used to decipher the reaction mechanism. The results showed that the supported GaN/SBA-15 catalyst had more aliphatic surface intermediates (CH3* and CH2*) compared to unsupported GaN catalysts, which had higher amounts of aromatics intermediates and coke deposition. The kinetic study confirmed the likelihood of the reaction pathway involving the fast abstraction of the first H from CH4 to form methyl (CH3*) surface intermediates, followed by the slow second C-H bond cleavage to form methylene (CH2*) and subsequent coupling to ethylene.
APPLIED CATALYSIS A-GENERAL
(2023)
Article
Chemistry, Multidisciplinary
Hyotaik Kang, Lida Tan, Jing-Tan Han, Chia-Yu Huang, Hui Su, Aleksei Kavun, Chao-Jun Li
Summary: We demonstrate the use of gallium nitride (GaN) as a non-toxic, recyclable, heterogeneous photocatalyst in conjunction with the catalytic use of benzophenone to activate alkyl C(sp(3))-H bonds and generate alkyl radicals. This dual photocatalytic cycle enables cross-dehydrogenative Minisci alkylation under mild and chemical oxidant-free conditions.
COMMUNICATIONS CHEMISTRY
(2023)
Article
Chemistry, Organic
Ruohua Gui, Chao-Jun Li
Summary: Historically, deuteration reactions were mainly used for mechanistic studies, but their pharmacological importance is now recognized. Efforts have been made to meet the urgent need for deuteration tools since the approval of the first deuterated drug for Huntington's disease. Current deuteration strategies involving reversible H/D exchange have limitations in functional group tolerance and deuterium content. In this study, a ruthenium-catalyzed deoxygenative deuteration of ketones was developed, allowing regiospecific deuteration with high deuterium content.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Multidisciplinary
Durbis J. Castillo-Pazos, Juan D. Lasso, Ehsan Hamzehpoor, Jorge Ramos-Sanchez, Jan Michael Salgado, Gonzalo Cosa, Dmytro F. Perepichka, Chao-Jun Li
Summary: Recently, the photochemistry of Electron Donor-Acceptor (EDA) complexes using electron donors as catalytic agents has gained interest in the field of catalysis. This methodology allows for the separation of electron transfer from the bond-forming event. In this study, an EDA complex between triarylamines and alpha-perfluorosulfonylpropiophenone reagents was discovered. It catalyzes C-H perfluoroalkylation of arenes and heteroarenes under visible light irradiation in pH- and redox-neutral conditions. The mechanism of this reaction was elucidated through a detailed photophysical characterization of the EDA complex, triarylamine radical cation, and its turnover event.
Article
Chemistry, Physical
Mingxin Liu, Zewen Wu, Xianghua Kong, Xu Zhang, Lida Tan, Hong Guo, Chao-Jun Li
Summary: A novel synthesis of toluene using GaN semiconductor nanowire arrays as catalyst is reported. The GaN nanowire arrays can synergistically facilitate the facile generation of toluene from methane and methanol under photo-irradiation or thermal conditions. Detailed computational studies revealed different mechanisms involved in the photo- and thermal-toluene synthesis.
