Review
Chemistry, Multidisciplinary
Qian-Yu Li, Yuhang He, Yu-Mei Lin, Lei Gong
Summary: Photo-induced methylation is a valuable method for introducing methyl groups into organic molecules, especially in pharmaceutical chemistry. This article provides a comprehensive review of photochemical strategies for direct and selective methylation of different types of C-H bonds. These advancements are expected to drive progress in organic synthesis, photocatalysis, and pharmaceutical development.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Review
Chemistry, Physical
Sandhya Saini, Pankaj Kumar Prajapati, Suman L. Jain
Summary: Carbon dioxide utilization for the production of fuels and energy-rich chemicals is an important research topic. This review focuses on the recent advances in the transition metal-catalyzed carboxylation of olefins using CO2 as a feedstock, including direct carboxylation, hetero carboxylation, and difunctionalization reactions.
CATALYSIS REVIEWS-SCIENCE AND ENGINEERING
(2022)
Review
Chemistry, Multidisciplinary
Supriya Rej, Naoto Chatani
Summary: Considerable advances have been made in the field of C-H functionalization, with special interest in C-H borylation due to its wide applications. Transition-metal-catalyzed regioselective strategies have been developed, but the use of precious metals and contamination by metal precursors limit their application in large-scale synthesis. Recent trends involve the use of transition-metal-free systems.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Review
Chemistry, Applied
Xiaofan Cui, Remi Chauvin, Chao Pi, Yangjie Wu, Xiuling Cui
Summary: This review presents recent progress in the use of vinylene carbonate as a reactant in transition metal-catalyzed C-H bond activation/cyclization reactions. By analyzing and comparing different reaction models, it highlights the advantages of using vinylene carbonate as a surrogate for ethynol and other reactants, and discusses related mechanisms and synthetic applications.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Organic
Timothy P. Aldhous, Raymond W. M. Chung, Andrew G. Dalling, John F. Bower
Summary: This review presents recent intermolecular enantioselective Murai-type alkene hydroarylation methodologies and the mechanisms by which they proceed, providing an efficient way to achieve enantioselective hydroarylations of alkenes with benzylic stereocenters.
SYNTHESIS-STUTTGART
(2021)
Review
Chemistry, Organic
Arpana Tyagi, Naveen Yadav, Jabir Khan, Sanjay Singh, Chinmoy Kumar Hazra
Summary: Silicon-containing molecules have widespread applications in various research areas, and the transition-metal-free C-H silylation is an essential process for fabricating carbon-silicon bonds. This review focuses on recent developments in the field of silicon chemistry, particularly innovative transition-metal-free catalytic silylation using different strategies.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Yong-Ze Chen, Ting-Hui Ding, Qiang-Qiang Li, Jian-Ping Qu, Yan-Biao Kang
Summary: This study reports the direct dehydrogenative C-H cleaving carbonylative lactamization of 2-arylanilines promoted by visible light and potassium bases. The solvent DMF serves as the sole carbonyl source without the need for an oxidant. The irreversible release of hydrogen gas leads to the formation of stable phenanthridinone products. This method provides a direct conversion of a wide range of 2-arylanilines into various phenanthridinones, making it useful for the synthesis of bioactive molecules and organic optoelectronic materials.
Review
Chemistry, Physical
Kangmin Wang, Jingxian Zhang, Ruike Hu, Chong Liu, Tyler A. Bartholome, Haibo Ge, Bijin Li
Summary: Transition-metal-catalyzed C-H activation can be used to construct a variety of organic fluorescent molecules with important applications in multiple fields, improving the quality of our daily life.
Article
Chemistry, Multidisciplinary
Zhe Zhuang, Shuang Liu, Jin-Tang Cheng, Kap-Sun Yeung, Jennifer X. Qiao, Nicholas A. Meanwell, Jin-Quan Yu
Summary: In this study, a novel C-H functionalization reaction was reported, which utilizes common protecting groups and practical oxidants for the lactamization of tosyl-protected aliphatic amides. The reaction was enabled by a specific ligand and shows mild reaction conditions, good scalability, and the use of convenient oxidants and protecting groups. Further derivatization of the beta-lactam products allows the synthesis of various biologically significant compounds.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Shuang Liu, Zhe Zhuang, Jennifer X. Qiao, Kap-Sun Yeung, Shun Su, Emily C. Cherney, Zheming Ruan, William R. Ewing, Michael A. Poss, Jin-Quan Yu
Summary: A novel catalytic system was reported for the intramolecular gamma-C-H amination of aliphatic amides derived from amino acids, enabling the convenient synthesis of lactams, isoindolinones, and 2-imidazolidinones. This protocol demonstrates the utility of utilizing N-acyl amino acids as directing groups and cyclization partners, tert-butyl hydrogen peroxide as the sole oxidant, and a broad substrate scope for the construction of important structural cores of medicinal compounds.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Organic
Linlin Zhang, Zhengfen Liu, Xun Tian, Yujin Zi, Shengzu Duan, Yongsheng Fang, Wen Chen, Hong Jing, Lijuan Yang, Xiaodong Yang
Summary: A unique transition-metal-free C(sp(3))-H/C(sp(3))-H coupling of cycloalkanes at room temperature is reported, where unactivated cycloalkanes and 2-azaallyls underwent a combination process of single-electron transfer (SET) and hydrogen atom transfer (HAT) to deliver a variety of functionalized products. This expedient approach enables the coupling of cycloalkanes under mild conditions without transition metals, initiators, and oxidants.
Review
Chemistry, Multidisciplinary
Rosalin Bhanja, Shyamal Kanti Bera, Prasenjit Mal
Summary: The increasing concerns about global warming have led to a surge in demand for sustainable energy sources in the field of synthetic organic chemistry. The development of mild synthetic strategies for generating heterocyclic compounds, particularly those containing boron, has gained significant attention due to their wide-ranging applicability. This comprehensive review aims to collect literature on light-induced borylation reactions, specifically focusing on photocatalyst-free and transition metal-free methodologies. The emphasis is on exploring selective mechanistic investigations to elucidate the substantial potential of eco-friendly approaches in synthesizing heterocyclic compounds and advancing sustainable organic chemistry. The catalyst-free photoinduced approach represents a green energy alternative and has gained prominence in contemporary synthesis.
CHEMISTRY-AN ASIAN JOURNAL
(2023)
Article
Chemistry, Applied
Tao Zhang, Weijun Yao, Jie-Ping Wan, Yunyun Liu
Summary: A novel method for synthesizing 3-dithiocarbamyl chromones without transition metals has been developed, leading to a series of organic compounds with potential pharmaceutical activities by reacting specific substrates.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Multidisciplinary
Demao Chen, Jianwen Jiang, Jie-Ping Wan
Summary: This article reviews the recent advances in transition metal-free C-H trifluoromethylation reactions over the last five years (2017-2021) in different substrates. Both conventional heating chemistry and sustainable photocatalysis are included, covering the trifluoromethylation reactions of C(sp(3))-H bond, aromatic C(sp(2))-H bond, and non-aromatic C(sp(2))-H bond.
CHINESE JOURNAL OF CHEMISTRY
(2022)
Review
Chemistry, Multidisciplinary
Xiaolong Ma, Jinfeng Wei, Xu Yang, Huajin Xu, Yi Hu
Summary: Direct C-H bond functionalization is an effective technique for constructing C-X (X = C, N, O, S, etc.) and simplifying conventional synthesis methods. Transition-metal-catalyzed C-H bond functionalization requires metal catalysts, which hinders sustainable development. Recent studies have focused on transition-metal-free C(sp(3))-H bond functionalization. Electrochemistry, with its ability to replace traditional expensive and polluting metal salt oxidants with current/electrons, has gained attention. This review presents the systematic research on transition-metal-free electrochemical-induced C(sp(3))-H bond functionalization from 2016 to the present, highlighting future research hotspots and challenges in this field.
GREEN CHEMISTRY LETTERS AND REVIEWS
(2023)
Article
Chemistry, Multidisciplinary
Jian-Heng Ye, Peter Bellotti, Corinna Heusel, Frank Glorius
Summary: A new catalytic approach for the selective functionalization of strong C-F bonds in polyfluorinated aliphatic esters and amides has been reported, allowing access to important partially fluorinated motifs.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Letter
Biochemistry & Molecular Biology
Shujin Li, Mu Yang, Yunqi He, Xiaoyan Jiang, Rulian Zhao, Wenjing Liu, Lulin Huang, Yi Shi, Xiao Li, Kuanxiang Sun, Yeming Yang, Periasamy Sundaresan, Peiquan Zhao, Zhenglin Yang, Xianjun Zhu
JOURNAL OF GENETICS AND GENOMICS
(2022)
Article
Genetics & Heredity
Yunqi He, Mu Yang, Rulian Zhao, Li Peng, Erkuan Dai, Lulin Huang, Peiquan Zhao, Shujin Li, Zhenglin Yang
Summary: This study identified novel pathogenic variants in the CTNNB1 gene and expanded the understanding of the pathogenesis of CTNNB1-associated FEVR. Through experiments and animal models, they found that CTNNB1 depletion leads to decreased activity of the Norrin/β-catenin signaling pathway, resulting in FEVR-related phenotypes.
JOURNAL OF MEDICAL GENETICS
(2023)
Article
Cell Biology
Zhaodong Han, Rujun Mo, Shanghua Cai, Yuanfa Feng, Zhenfeng Tang, Jianheng Ye, Ren Liu, Zhiduan Cai, Xuejin Zhu, Yulin Deng, Zhihao Zou, Yongding Wu, Zhouda Cai, Yuxiang Liang, Weide Zhong
Summary: This study investigated the expression patterns and prognostic value of E2F transcription factors in patients with prostate cancer. The results showed that E2F1-3, E2F5, and E2F6 were highly expressed in prostate cancer tissues and were associated with higher Gleason score, advanced tumor stage, and metastasis. High transcription levels of E2F1-3, E2F5, E2F6, and E2F8 were also associated with a higher risk of biochemical recurrence. A prognostic model combining E2F1, E2F6, Gleason score, and clinical stage was developed to predict biochemically recurrence-free survival.
FRONTIERS IN CELL AND DEVELOPMENTAL BIOLOGY
(2022)
Article
Medicine, Research & Experimental
Mu Yang, Shujin Li, Li Huang, Rulian Zhao, Erkuan Dai, Xiaoyan Jiang, Yunqi He, Jinglin Lu, Li Peng, Wenjing Liu, Zhaotian Zhang, Dan Jiang, Yi Zhang, Zhilin Jiang, Yeming Yang, Peiquan Zhao, Xianjun Zhu, Xiaoyan Ding, Zhenglin Yang
Summary: Familial exudative vitreoretinopathy (FEVR) is a hereditary disorder that causes vision loss. In this study, genetic analysis identified variants in the CTNND1 gene that are associated with FEVR. Further experiments revealed that these variants affect cell adhesion and Wnt signaling activity, leading to the development of FEVR.
Article
Andrology
Zhaodong Han, Yuanfa Feng, Yulin Deng, Zhenfeng Tang, Shanghua Cai, Yangjia Zhuo, Yingke Liang, Jianheng Ye, Zhouda Cai, Shuai Yang, Yuxiang Liang, Chi Tin Hon, Jiahong Chen, Weide Zhong
Summary: The study indicates that AMIGO2 plays a critical role in numerous cancers, especially in prostate cancer (PCa). Lower expression of AMIGO2 inhibits PCa cell proliferation and colony formation. AMIGO2 serves as a reliable prognostic marker that can supplement the current prognosis evaluation system. AMIGO2 may promote PCa progression through inducing epithelial mesenchymal transition (EMT) and mediating docetaxel resistance.
TRANSLATIONAL ANDROLOGY AND UROLOGY
(2022)
Article
Chemistry, Multidisciplinary
Lin Chen, Quan Qu, Chuan-Kun Ran, Wei Wang, Wei Zhang, Yi He, Li-Li Liao, Jian-Heng Ye, Da-Gang Yu
Summary: We report a novel visible-light photocatalytic carboxylation of C-N bonds in cyclic amines with CO2 via consecutive photo-induced electron transfer (ConPET). It is the first photocatalytic reductive ring-opening reaction of azetidines, pyrrolidines, and piperidines. This strategy enables the transformation of easily available cyclic amines into valuable amino acids in moderate-to-excellent yields. The method features mild and transition-metal-free conditions, high selectivity, good functional-group tolerance, facile scalability, and product derivations. Mechanistic studies suggest that ConPET plays a key role in generating highly reactive photocatalysts for the reductive activation of cyclic amines.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Genetics & Heredity
Rulian Zhao, Erkuan Dai, Shiyuan Wang, Xiang Zhang, Yunqi He, Li Peng, Peiquan Zhao, Zhenglin Yang, Mu Yang, Shujin Li
Summary: In this study, novel variants associated with familial exudative vitreoretinopathy (FEVR) were identified and their pathogenesis was elucidated through genetic analysis and functional studies. These findings provide important insights for genetic counseling, prenatal diagnosis, and potential therapeutic strategies for FEVR.
Article
Multidisciplinary Sciences
Guo-Quan Sun, Peng Yu, Wen Zhang, Wei Zhang, Yi Wang, Li-Li Liao, Zhen Zhang, Li Li, Zhipeng Lu, Da-Gang Yu, Song Lin
Summary: Pyridines and related N-heteroarenes are commonly found in pharmaceuticals, agrochemicals and other biologically active compounds. Site-selective C-H functionalization could directly produce these medicinally active products. In this study, an electrochemical strategy using CO2 was developed for the direct carboxylation of pyridines. The choice of the electrolysis setup led to divergent site selectivity: a divided electrochemical cell resulted in C5 carboxylation, while an undivided cell promoted C4 carboxylation. The undivided-cell reaction was proposed to operate through a paired-electrolysis mechanism.
Article
Chemistry, Multidisciplinary
Wei Zhang, Li-Li Liao, Li Li, Yi Liu, Long-Fei Dai, Guo-Quan Sun, Chuan-Kun Ran, Jian-Heng Ye, Yu Lan, Da-Gang Yu
Summary: The dicarboxylation of unactivated skipped dienes with CO2 via electrochemistry is reported for the first time, providing valuable dicarboxylic acids. Control experiments and DFT calculations confirm the single electron transfer reduction of CO2 to its radical anion, followed by sluggish radical addition to unactivated alkenes, SET reduction of unstabilized alkyl radicals to carbanions, and nucleophilic attack on CO2 to give the desired products. This reaction possesses mild reaction conditions, broad substrate scope, facile derivations of products, and promising application in polymer chemistry.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Meng Miao, Lei Zhu, Hong Zhao, Lei Song, Si-Shun Yan, Li-Li Liao, Jian-Heng Ye, Yu Lan, Da-Gang Yu
Summary: Difunctionalizing carboxylation of alkynes with CO2 is a sustainable and important strategy to generate valuable acrylate derivatives from readily available starting materials. This study introduces a visible-light-driven and transition metal-free thio-carboxylation of alkynes with thiophenols and CO2. The use of single-electron activation of CO2 leads to unique beta-carboxylation, followed by efficient cyclizing acylation to obtain important thiochromones. The one-pot method features mild reaction conditions, high selectivity, scalability, and facile derivatization of products to bioactive compounds.
SCIENCE CHINA-CHEMISTRY
(2023)
Article
Endocrinology & Metabolism
Yuanfa Feng, Yulin Deng, Zhenfeng Tang, Shanghua Cai, Jinchuang Li, Ren Liu, Jiaming Wan, Huichan He, Guohua Zeng, Jianheng Ye, Zhaodong Han, Weide Zhong
Summary: This study identified 53 candidate markers associated with enzalutamide stimulation in prostate cancer (PCa) through single-cell RNA sequencing. Further analysis narrowed down these candidates to a 10-gene prognostic model (ENZ-sig) that can predict relapse-free survival in PCa. The effectiveness of ENZ-sig was validated in multiple independent datasets.
FRONTIERS IN ENDOCRINOLOGY
(2023)
Article
Chemistry, Physical
Jun-Ping Yue, Jin-Cheng Xu, Hai-Tian Luo, Xiao-Wang Chen, He-Xin Song, Yu Deng, Lihua Yuan, Jian-Heng Ye, Da-Gang Yu
Summary: This study reports a synergistic strategy that combines photocatalysis and copper catalysis to achieve the aminocarboxylation of alkenes with CO2, providing an efficient and practical method for the synthesis of valuable beta-amino acids. The strategy features high efficiency, mild conditions, good selectivity, strong functional group tolerance, easy product derivations, and generality in hydroamination of alkenes.
Article
Biochemistry & Molecular Biology
Shujin Li, Mu Yang, Rulian Zhao, Li Peng, Wenjing Liu, Xiaoyan Jiang, Yunqi He, Erkuan Dai, Lin Zhang, Yeming Yang, Yi Shi, Peiquan Zhao, Zhenglin Yang, Xianjun Zhu
Summary: EMC is essential for the insertion of multi-transmembrane proteins and its dysfunction is associated with various diseases. In this study, the loss of EMC1 in endothelial cells led to defects in retinal vascularization. Further analysis revealed the involvement of EMC1 in the 13-catenin signaling pathway, which is crucial for proper vascular development. Variants in EMC1 gene may contribute to the pathogenesis of familial exudative vitreoretinopathy (FEVR) through compromised 13-catenin signaling activity.
Review
Chemistry, Multidisciplinary
Li-Li Liao, Lei Song, Si-Shun Yan, Jian-Heng Ye, Da-Gang Yu
Summary: Reductive organic transformations are important in generating valuable chemicals, and visible-light photocatalysis has emerged as an ideal approach to activate inert substrates under mild conditions. This review highlights recent contributions in this field, including different excitation systems, mechanisms, and structural features, as well as limitations and potential applications.
TRENDS IN CHEMISTRY
(2022)
