Article
Biochemistry & Molecular Biology
Zarina M. Efimenko, Anton Rozhkov, Vitalii V. Suslonov, Maxim L. Kuznetsov, Vadim Yu Kukushkin, Nadezhda A. Bokach
Summary: In this study, the 3-Iodo-1-nitrosonaphthalene-2-ol (I-NON) was synthesized through copper(II)-mediated iodination of 1-nitroso-2-naphthol (NON), and copper(II) complexes bearing deprotonated I-NON were prepared. The structures and properties of the compounds were characterized using various analytical methods and theoretical calculations.
Article
Chemistry, Applied
Guorong Xiao, Kaifu Wu, Wei Zhou, Qian Cai
Summary: A copper-catalyzed [3+2] cylcoaddition/ alkenyl C-N coupling tandem reaction was demonstrated, providing a method for the formation of triazolopiperidine skeletons.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Multidisciplinary
Shuang Wu, Qiong Liu, Quanfeng Zhang, Ya Zhou, Meiyan Liu, Youlin Zeng
Summary: In this study, a new Cu(II) catalyst was reported for the efficient amination of various substrates including aryl boronic acids and anilines. The catalyst showed good reusability and high yields of N-arylation products.
Article
Chemistry, Applied
Jyoti M. Honnanayakanavar, Purna Chandra Behera, Surisetti Suresh
Summary: This study discloses a copper-catalyzed tandem process that integrates N-arylation and 1,4-conjugate addition using cyclic enaminones and ortho-halochalcones as substrates, resulting in the formation of diverse tricyclic tetrahydroacridinone derivatives in moderate to excellent yields.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Organic
Jie Ma, Rong Feng, Hao-Lin Zhou, Er-Jun Hao, Zhen Shi, Zhi-Bing Dong
Summary: A variety of N,N-diphenyl-2-benzothiazolamines were efficiently synthesized via a copper-catalyzed reaction with good functional group tolerance. The protocol features simple performance, easily available starting materials, one-pot manner, and good functional group tolerance.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Mathematics, Applied
Metin Gurses, Asli Pekcan
Summary: This study addressed the challenge of the nonexistence of Hirota formulation for AKNS(N) hierarchy for N >= 3 in (2 + 1) dimensions. The researchers overcame this difficulty for N = 3, 4 and obtained Hirota bilinear forms for these members. They explored local and nonlocal reductions of the equations and derived new integrable equations in (2 + 1) dimensions.
COMMUNICATIONS IN NONLINEAR SCIENCE AND NUMERICAL SIMULATION
(2021)
Article
Chemistry, Physical
Milan Maji, Ishani Borthakur, Saikat Guria, Suman Singha, Sabuj Kundu
Summary: A new cooperative ruthenium complex catalyzed method was developed for the multicomponent synthesis of 2-(N-alkylamino)pyrimidines, demonstrating tolerance to a wide range of substrates and successful preparative scale synthesis of several products.
JOURNAL OF CATALYSIS
(2021)
Article
Chemistry, Organic
Yingying Zhang, Yating Huang, Kewei Yu, Xiaoxiang Zhang, Wenhua Yu, Jiale Tang, Yiran Tian, Wanxing Wei, Zhuan Zhang, Taoyuan Liang
Summary: Herein, we report a novel iron and iodine cooperative catalytic system for the synthesis of diverse 2-amino-3-alkylindoles. The method exhibits good substrate and functional group compatibility, and the catalyst system and feedstocks are readily available, showing great potential for further exploration of biological activities.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Multidisciplinary
Kengo Hanaya, Kaho Yamoto, Kazuaki Taguchi, Kazuaki Matsumoto, Shuhei Higashibayashi, Takeshi Sugai
Summary: The chemical modification of proteins is an effective technique for manipulating protein properties and functions. This paper proposes a simple method using a copper(II)-mediated aldol reaction to selectively modify the N-terminus of peptides and proteins.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Wooseok Lee, Yejin Koo, Hoimin Jung, Sukbok Chang, Sungwoo Hong
Summary: Photocycloaddition is an efficient reaction that allows the conversion of alkenes into high-value synthetic materials under thermal conditions. In this study, a diastereoselective pyridyl lactamization was achieved through a photoinduced [3+2] cycloaddition using the reactivity of N-N pyridinium ylides, which can form triplet diradical intermediates and undergo stepwise radical cycloaddition with a broad range of alkenes. This method shows excellent efficiency, diastereoselectivity, and functional group tolerance, providing a useful synthon for the synthesis of ortho-pyridyl β- and δ-lactam scaffolds in a single step.
Article
Chemistry, Organic
Shen Ge, Yi-Ming Zhu, Xiao-Ping Xu, Shun-Jun Ji
Summary: A palladium-catalyzed three-component reaction was used for the one-pot synthesis of 2-(trifluoromethyl)-quinazolin-4(3H)-imines, using isocyanides, 2,2,2-trifluoro-N-(2-iodophenyl)acetimidoyl chlorides, and amines. The protocol offers a wide substrate scope, high efficiency, and readily available raw materials.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Xiang Liu, Wen Li, Wenxuan Jiang, Hao Lu, Jiali Liu, Yijun Lin, Hua Cao
Summary: A Cu(II)-catalyzed C-H amidation/cyclization reaction using dioxazolones as acyl nitrene transfer reagents is reported. This reaction allows for the synthesis of a variety of 1,2,4-triazolo[1,5-a]pyridine derivatives with moderate to good yields and excellent functional group tolerance. Scale-up reactions and photoluminescence properties are also discussed.
Article
Chemistry, Multidisciplinary
Nicola L. Bell, Chao Xu, James W. B. Fyfe, Julien C. Vantourout, Jeremy Brals, Sonia Chabbra, Bela E. Bode, David B. Cordes, Alexandra M. Z. Slawin, Thomas M. McGuire, Allan J. B. Watson
Summary: A novel Cu-mediated C-N cross-coupling reaction has been identified in this study, which can be applied to drug synthesis and late-stage N-arylation. Mechanistic studies have provided evidence for the limitations in the methodology.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Lubomir Vana, Martin Jakubec, Jan Sykora, Ivana Cisarova, Jan Storch, Vladimir Cirkva
Summary: A novel methodology for the successful synthesis of aza[n]-phenacenes was developed, introducing nitrogen atoms to induce changes in physicochemical properties. The important characteristics of the prepared aza[n]phenacenes were studied experimentally and compared to their carbo analogues. Features of the crystalline aza[n]phenacenes were also investigated, including intermolecular interactions and changes in solubility or melting points.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Xiyan Rui, Chao Wang, Dongjuan Si, Xuechao Hui, Keting Li, Hongmei Wen, Wei Li, Jian Liu
Summary: This reaction method is simple and efficient, allowing for the preparation of phenothiazine products from readily available starting materials, with high atom economy and broad substrate scope.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Correction
Chemistry, Multidisciplinary
Shengyi Yan, Wang Xia, Shaoyu Li, Qiuling Song, Shao-Hua Xiang, Bin Tan
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2020)
Article
Chemistry, Multidisciplinary
Ji-Wei Zhang, Liang-Wen Qi, Shaoyu Li, Shao-Hua Xiang, Bin Tan
CHINESE JOURNAL OF CHEMISTRY
(2020)
Article
Chemistry, Multidisciplinary
Wei-Yi Ding, Peiyuan Yu, Qian-Jin An, Katherine L. Bay, Shao-Hua Xiang, Shaoyu Li, Ying Chen, K. N. Houk, Bin Tan
Article
Chemistry, Multidisciplinary
Bing-Chao Da, Shao-Hua Xiang, Shaoyu Li, Bin Tan
Summary: The well-defined conformational properties of axially chiral compounds have brought extraordinary values to various bioactive molecules, advanced materials, organocatalysts, and chiral ligands in asymmetric transformations. Chiral phosphoric acids have shown high relevance in atroposelective synthesis and have been widely used in asymmetric Bronsted acid catalysis. The research interest in reaction chemistry of atropisomers has led to the development of efficient approaches for the preparation of key axially chiral structures.
CHINESE JOURNAL OF CHEMISTRY
(2021)
Review
Chemistry, Multidisciplinary
Jun Kee Cheng, Shao-Hua Xiang, Shaoyu Li, Liu Ye, Bin Tan
Summary: Atropisomerism is a stereochemical behavior exhibited by three-dimensional molecules with rotationally restricted sigma bonds, and compounds with atropisomerically chiral properties are increasingly utilized in fields where molecular asymmetry is influential. There is a steady demand for atroposelective synthesis, leading to conceptually novel and streamlined methods for expanding the structural diversity of atropisomers. This review summarizes key achievements in the stereoselective preparation of biaryl, heterobiaryl, and nonbiaryl atropisomers between 2015 and 2020, emphasizing synthetic strategies for each structural class and potential applications of atropochiral targets.
Article
Chemistry, Multidisciplinary
Jian Zhang, Jun Wei, Wei-Yi Ding, Shaoyu Li, Shao-Hua Xiang, Bin Tan
Summary: Pnictogen-bonding catalysis based on sigma-hole interactions has been the focus of attention for synthetic chemists. A novel chiral antimony cation/anion pair was utilized to catalyze the enantioselective transfer hydrogenation of benzoxazines with remarkable efficiency and enantiocontrol potency even at 0.05 mol % loading. Investigation into the properties of the catalyst and mechanistic insights were conducted through nonlinear effect studies, 1H NMR, LC-MS, and control experiments.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Multidisciplinary Sciences
Peng-Ying Jiang, Kai-Fang Fan, Shaoyu Li, Shao-Hua Xiang, Bin Tan
Summary: The authors present a metal-free oxidative cross-coupling reaction between isoquinolines and 2-naphthols to efficiently access the QUINOL scaffolds. This approach addresses the challenge of high production costs and limited synthetic methods, providing a new strategy for asymmetric catalysis. The study demonstrates the significance of QUINOL as a key platform molecule for the development of chiral ligands and catalysts in asymmetric catalysis.
NATURE COMMUNICATIONS
(2021)
Article
Chemistry, Multidisciplinary
Junxian Yang, Ji-Wei Zhang, Wen Bao, Sheng-Qi Qiu, Shaoyu Li, Shao-Hua Xiang, Jun Song, Junmin Zhang, Bin Tan
Summary: This study reports a new strategy for catalytic enantioselective construction of axially chiral B-aryl-1,2-azaborines, achieving efficient stereochemical control through multiple hydrogen bonding interactions. The reaction demonstrates high efficiency, excellent enantioselectivity, shortened reaction duration, and high practicality with scalable reaction and facile cleavage of N-N bond in the product.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Biochemistry & Molecular Biology
Ji-Wei Zhang, Shao-Hua Xiang, Shaoyu Li, Bin Tan
Summary: The article presents an efficient synthetic route to access important atropisomers with biaryl frameworks through copper-catalyzed reactions, featuring mild conditions, good substrate compatibility, and excellent efficiency. The practicality of this protocol was further extended by the synthesis of biaryl amino alcohols.
Article
Chemistry, Multidisciplinary
Jian-Hui Mao, Yong-Bin Wang, Limin Yang, Shao-Hua Xiang, Quan-Hao Wu, Yuan Cui, Qian Lu, Jie Lv, Shaoyu Li, Bin Tan
Summary: The study developed an organocatalyst-controlled para-selective arene C-H functionalization strategy, addressing a persistent challenge in arene functionalization chemistry. By emulating enzyme catalysis, the chiral phosphoric acid catalyst provides an ideal chiral environment for stereoinduction, while the projecting substituents control the chemoselectivity and site-selectivity.
Article
Chemistry, Physical
San Wu, Shao-Hua Xiang, Shaoyu Li, Wei-Yi Ding, Lei Zhang, Peng-Ying Jiang, Zi-An Zhou, Bin Tan
Summary: This study addresses the lack of robust catalytic methods for stereoselective dihalogenation in organic synthesis, providing a novel strategy using urea directing moiety on alkenes. The approach allows for streamlined access to diverse dihalogenation products with exquisite stereo- and regiocontrol, demonstrating the potential for broad applications in the synthesis of complex molecules.
Article
Chemistry, Multidisciplinary
Heng-Hui Li, Jia-Yan Zhang, Shaoyu Li, Yong-Bin Wang, Jun Kee Cheng, Shao-Hua Xiang, Bin Tan
Summary: By utilizing photoredox catalysis and chiral phosphoric acid catalysis, we have developed a new protocol for cross-coupling reactions and kinetic resolution. This protocol enables the synthesis of diverse derivatives under mild conditions and delivers highly selective products.
SCIENCE CHINA-CHEMISTRY
(2022)
Article
Multidisciplinary Sciences
Jiapian Huang, Fei Liu, Ling-Hui Zeng, Shaoyu Li, Zhiyuan Chen, Jie Wu
Summary: The photoredox-catalyzed sulfur dioxide insertion strategy allows for the synthesis of chiral sulfones under mild conditions. This method shows broad application potential and excellent stereospecificity. The introduction of a quaternary carbon stereocenter to derived sulfones further demonstrates the practicality and potential of this methodology.
NATURE COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Heng-Hui Li, Shaoyu Li, Jun Kee Cheng, Shao-Hua Xiang, Bin Tan
Summary: An efficient photocatalytic system for obtaining functionalized N-heterobiaryls under mild conditions is described, suitable for gram-scale synthesis. The method demonstrates practicality and accessibility using commercially available starting materials.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Song Chen, Ya-Nan Li, Shao-Hua Xiang, Shaoyu Li, Bin Tan
Summary: A novel electrochemical approach was developed to access structurally varied N-phenylphenothiazine derivatives with altered spectral characteristics. The introduction of a 2-naphthylamine moiety led to changes in the spectral properties and competitive catalytic activity of the formed N-arylation products in challenging transformations.
CHEMICAL COMMUNICATIONS
(2021)
