Article
Chemistry, Organic
Xuebo Gao, Rong Chang, Junxin Rao, Danyang Hao, Zhuxia Zhang, Cong-Ying Zhou, Zhen Guo
Summary: Here, we report a halogen-bonding-based electron donor-acceptor (EDA) complex-promoted photoreaction for the synthesis of C2-malonylated indoles. The protocol allows for the efficient coupling of indoles with diethyl bromomalonate under visible-light irradiation without the need for any transition-metal catalyst or photocatalyst.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Chenxiao Qian, Pengfei Li, Jianwei Sun
Summary: A catalytic enantioselective variant of oxidative rearrangement of indoles to access oxindoles has been developed using chiral phosphoric acid catalysis, providing a rapid access to a range of enantioenriched spirooxindoles with high enantioselectivity controlled by dynamic kinetic resolution.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Multidisciplinary
Vasco Corti, Mathias Kirk Thaegersen, Valdemar Juel Enemaerke, Nomaan M. Rezayee, Casper L. Barlose, Karl Anker Jorgensen
Summary: The first atroposelective aminocatalytic methodology for the construction of C-N atropisomers is described. By directly coupling indole-2-carboxaldehydes to ortho-quinones, a new library of functionalized and enantioenriched C-N atropisomers was obtained using a designed and synthesized aminocatalyst. The synthetic utility of these atropisomers was demonstrated through various transformations.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Applied
Tao Wang, Bo Huang, You-Qing Wang
Summary: Using chiral phosphoric acids as organocatalysts, a formal asymmetric (4+2) cycloaddition of 3-methylene isoindolinone and in situ-generated ortho-quinone methide substrates is achieved. This reaction allows the construction of spiro chroman-isoindolinones containing spiro-N,O-heterocycles with high enantioselectivity, with a broad substrate scope.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
Feng Yu, Feng-Shou Xiao
Summary: Efficient and controllable conversion of renewable polyols to valuable N-containing products by heterogeneous catalysis, especially under relatively mild conditions, was demonstrated. The method involved trapping reactive pyruvaldehyde (PA) intermediate by aryl-1,2-diamine to produce high-value aromatic N-heterocycles.
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
(2023)
Review
Chemistry, Organic
Carlos Vila, Francisco Cernicharo-Toledo, Gonzalo Blay, Jose R. Pedro
Summary: Nitroenynes have been recently utilized in organocatalysis, particularly in asymmetric catalysis. The review focuses on enantioselective Michael additions using nitroenynes as electrophiles, categorizing examples based on the nucleophile and providing mechanistic insights. Additionally, their applications in chiral heterocycles synthesis are also discussed.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Review
Chemistry, Organic
Suman K. Saha, Anupriya Bera, Soniya Singh, Nirmal K. Rana
Summary: Nitrogen-containing heterocyclic compounds have been extensively studied for their significant applications in synthetic organic chemistry, agrochemicals, and pharmaceuticals. alpha,beta-Unsaturated imines or conjugated imines have been found to react with a versatile family of compounds, leading to the synthesis of important cyclic and acyclic products. This review highlights the recent advances in enantioselective reactions of alpha,beta-unsaturated imines and their synthetic methodologies for synthesizing nitrogen-containing heterocycles containing four to six-membered rings. Additionally, the synthesis of rarely found seven, eight, and nine-membered nitrogen-containing heterocycles is also discussed.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Min Gao, Yanshu Luo, Qianlan Xu, Yukun Zhao, Xiangnan Gong, Yuanzhi Xia, Lin Hu
Summary: The research achieved a unified catalytic asymmetric (N+1) (N=4, 5) annulation reaction of oxindoles with bifunctional peroxides using a chiral phase-transfer catalyst (PTC). This method provides a distinct way to access valuable chiral spirooxindole-tetrahydrofurans and -tetrahydropyrans with good yields and high enantioselectivities under mild conditions. The DFT calculations were performed to rationalize the high enantioselectivity observed in the reaction.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Review
Chemistry, Multidisciplinary
Sumit K. Singh, Nidhi Mishra, Sunil Kumar, Manoj K. Jaiswal, Vinod K. Tiwari
Summary: Carbohydrates play a crucial role in organocatalysis, serving as promising scaffolds to develop potent organocatalysts and enhance productivity and selectivity of chemical reactions.
Review
Chemistry, Applied
Shengshu Liu, Bing-Qian Zhang, Wen-Ying Xiao, Yin-Long Li, Jun Deng
Summary: Heterocycles containing halogen or chalcogen elements are crucial building blocks in natural products and bioactive targets. Catalytic asymmetric functionalization of carbon-carbon unsaturated bonds with halogen or chalcogen electrophiles is an efficient method to obtain chiral heterocyclic backbones.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
Avene C. Colgan, Rupert S. J. Proctor, David C. Gibson, Padon Chuentragool, Antti S. K. Lahdenpera, Kristaps Ermanis, Robert J. Phipps
Summary: This study reports a significant advancement in the catalytic enantioselective Minisci reaction, allowing the use of α-hydroxy radical coupling partners to obtain valuable enantioenriched secondary alcohol products. The approach is highly regioselective as well as highly enantioselective.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Editorial Material
Chemistry, Physical
Svetlana B. Tsogoeva, Guangbin Dong, Lutz Ackermann
Summary: This Special Collection discusses the latest strategies and progress in ring synthesis, including catalytic domino reactions and one-pot processes. Contributions cover transition-metal catalysis, organocatalysis, nanocatalysis, and photoredox catalysis for preparing carbocyclic and heterocyclic compounds.
Article
Chemistry, Organic
Ryuichi Nishiyori, Megumi Okada, John R. J. Maynard, Seiji Shirakawa
Summary: This study demonstrated the successful development of highly enantioselective bromolactonizations of 4-aryl-4-pentenoic acids using BINOL-derived chiral bifunctional sulfide catalysts, highlighting the importance of the bifunctional design in chiral sulfide catalysts. The catalytic asymmetric reaction system could also be applied to highly stereoselective desymmetrizing bromolactonizations, showing promising potential for further applications in asymmetric synthesis.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Review
Chemistry, Applied
Seoung-Mi Choi, Ju Hyun Kim
Summary: This review summarizes the progress made in the synthesis of 2H-pyrroles since 2000, including methods such as dearomatization of 1H-pyrrole, oxidation of pyrrolines or pyrrolidines, ring construction via catalytic cycloaddition, and rearrangement of 3H-pyrroles.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Caroline Dorsch, Christoph Schneider
Summary: We describe a catalytic asymmetric cyclization of 1-aryl terpenols to produce enantiomerically enriched Delta(9)-cis-tetrahydrocannabinoid scaffolds in a one-step process. Powerful chiral catalysts, strongly acidic imidodiphosphorimidates (IDPis), were identified to give the products in good yields and excellent enantioselectivity. After MOM-deprotection, some naturally occurring cannabimimetics such as (-)-cis-Delta(9)-tetrahydrocannabinol and (-)-perrottetinene, as well as some unnatural analogues, were accessible through a simple 3-step biomimetic sequence.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Shi-Qiang Li, Wei Yan, Liu-Jun He, Ming Zhang, Dian-Yong Tang, Hong-yu Li, Zhong-Zhu Chen, Zhi-Gang Xu
Summary: A novel method for constructing naturally occurring spiroindolines with potential anti-cancer properties was developed, which can control the configuration of multiple chiral centers simultaneously.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Physical
Xiangze Du, Xiaomei Lei, Linyuan Zhou, Yong Peng, Yan Zeng, Huiru Yang, Dan Li, Changwei Hu, Hermenegildo Garcia
Summary: This study discovers that bimetallic Ni-Mo nitrides can be obtained by a non-nitridation method and serve as efficient catalysts for the hydrodeoxygenation reaction in the production of liquid fuels from biomass. The Ni3Mo3N samples show high selectivity and activity in the hydrodeoxygenation of palmitic acid, and they can be recycled with slight decay in catalytic activity.
Article
Chemistry, Analytical
Yichen Liu, Wenli Wang, Yue Wang, Longfei Liu, Guiying Li, Changwei Hu
Summary: The effects of dilute sulfuric acid pretreatment on the pyrolytic behaviors of different biomasses were studied. The pretreatment increased cellulose degradation temperature and decreased bio-char yield. Specific small molecular products were found in the bio-oil. The production of lignin-derived compounds increased for rice straw, while decreased for willow and cypress. Pretreatment also promoted the production of oligomers.
JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS
(2022)
Article
Chemistry, Inorganic & Nuclear
Yafei Luo, Yan Cheng, Derong Zhang, Xinyue Mei, Dianyong Tang, Jianping Hu, Ting Luo
Summary: This study investigates the relationship between the structures and triplet potential energy surfaces of bimetallic Pt(II) complexes. It is found that there is a close connection between them, and the triplet potential energy surface can be reconstructed by modifying the structures of the complexes.
INORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Yafei Luo, Zhongzhu Chen, Zhigang Xu, Dianyong Tang
Summary: In this investigation, the influence of various ancillary ligands on the emission wavelengths, decay processes and stabilities of heteroleptic Ir(iii) complexes was unveiled using density functional theory and time-dependent density functional theory. It was found that the different structures originating from different ancillary ligands had a slight effect on the emission wavelengths and decay rates, but could efficiently perturb the reorganization energies. The stabilities of Ir(iii) complexes were closely related to the various-membered ring structures. These findings provide valuable information for designing excellent phosphorescent materials for OLEDs.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Zheng Huang, Huaisong Hu, Tong Xian, Zhigang Xu, Dianyong Tang, Bochu Wang, Yimei Zhang
Summary: Palbociclib, the first marketed CDK4/6 kinase inhibitor, is not effective in treating triple negative breast cancer (TNBC). Therefore, combinatorial chemotherapy is necessary for TNBC treatment. In this study, a carrier-free nanomedicine was developed using palbociclib dimers and Ce6 for enhanced combined chemo-photodynamic therapy of breast cancer. The nanoplatform showed efficient therapeutic agent loading capacity, high cellular uptake, and significant therapeutic performance against breast cancer cells. The results demonstrated that the nanomedicine presented a better inhibitory effect on cancer cell growth through synergistic chemo-photodynamic therapy.
Article
Chemistry, Multidisciplinary
Yong Li, Gui-Ting Song, Dian-Yong Tang, Zhi-Gang Xu, Zhong-Zhu Chen
Summary: Described is a concise and practical method for the direct amidation at the C-3 position of quinoxalin-2(1H)-ones through an acid-promoted carbamoylation using isocyanide in water. The use of environmentally friendly water as a solvent and inexpensive isocyanide as a carbamoylation reagent makes this method promising for the synthesis of druglike structures. Additionally, this study expands the application of isocyanide in organic chemistry.
Article
Biochemistry & Molecular Biology
Donglin Yang, Liujun He, Shuiqing Ma, Shiqiang Li, Yajun Zhang, Chunsheng Hu, Jiuhong Huang, Zhigang Xu, Dianyong Tang, Zhongzhu Chen
Summary: Compound 6d, a spiroindoline compound, inhibits CRC growth by acting as an inhibitor of Bcl-2 and inducing caspase 3-mediated intrinsic apoptosis. Caspase 3 activation by compound 6d directly cleaves HDAC6, with cleavage occurring at D1088 in the DMAD-S motif. Compound 6d-induced apoptosis promotes autophagy initiation by disrupting the interaction between Bcl-2 and Beclin 1, resulting in the accumulation of ubiquitinated proteins and reduction of autophagic flux.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Biochemistry & Molecular Biology
Hongbo Tan, Zehui Qi, Yuanhui Yu, Xu Zhang, Yuheng Xiang, Jingwen Huang, Zhigang Xu, Dianyong Tang, Zhongzhu Chen, Bochu Wang
Summary: A visible-light-mediated [3+2] cycloaddition reaction has been developed for the synthesis of important naphtho[2,3-b]furan-4,9-dione compounds. This new method offers a powerful, green, efficient, and facile means to expand the structural diversity of these compounds as promising scaffolds for novel drug discovery. It demonstrates excellent regioselectivity and remarkable functional group tolerance, delivering a variety of target compounds in good yields under environmentally friendly conditions.
Review
Biotechnology & Applied Microbiology
Ziting Du, Delong Yang, Qingya Cao, Jinhang Dai, Ronghe Yang, Xingxing Gu, Fukun Li
Summary: This review summarizes the catalytic systems, reaction mechanisms, catalyst stability, and prospects of effective production of 2,5-furandimethanol (FDM) from 5-hydroxymethylfurfural (HMF) and other renewable carbohydrates.
BIORESOURCES AND BIOPROCESSING
(2023)
Review
Engineering, Chemical
Yi Xiong, Jinhang Dai, Lingyao Kuang, Xiaodan Li, Xingxing Gu
Summary: Aqueous zinc-ion batteries (ZIBs) are considered as a superior alternative to lithium-ion batteries (LIBs) due to their excellent safety, low cost, and eco-friendliness. However, challenges such as zinc dendrite growth, hydrogen evolution reaction, and electrode corrosion hinder the commercialization of ZIBs. This paper reviews the development and types of hydrogel electrolytes and their applications in ZIBs, providing meaningful insights for the future development of ZIBs.
BULLETIN OF CHEMICAL REACTION ENGINEERING AND CATALYSIS
(2023)
Article
Engineering, Chemical
Ziting Du, Fukun Li, Ronghe Yang, Qingya Cao, Delong Yang, Jinhang Dai
Summary: This study demonstrated the preparation of biomass-based catalysts for the synthesis of 5-ethoxymethylfurfural (EMF) from 5-hydroxymethylfurfural (HMF) and fructose. Sulfonated biochar catalysts were prepared by carbonizing biomass-based precursors and subsequent sulfonation. The obtained catalysts were characterized and showed high catalytic activity in the conversion of HMF to EMF and direct conversion of fructose to EMF.
BULLETIN OF CHEMICAL REACTION ENGINEERING AND CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Chuan-Hua Qu, Xiao Yan, Shu-Ting Li, Jian-Bo Liu, Zhi-Gang Xu, Zhong-Zhu Chen, Dian-Yong Tang, Huan-Xiang Liu, Gui-Ting Song
Summary: This study presents a visible-light-driven and photocatalyst-free coupling reaction between alkenylboronic acids/esters and α-bromodifluoroacylarenes, offering a streamlined access to Suzuki coupling products. The reactions proceed under metal-free conditions with a wide substrate scope. Mechanistic experiments and DFT calculation studies reveal that halogen bonding interactions between a-bromodifluoroacylarenes and tertiary amines promote the C-sp3-Br bond homolytic cleavage from difluorobromoaryl ketones.
Article
Chemistry, Multidisciplinary
Yafei Luo, Lingkai Tang, Zhongzhu Chen, Zhigang Xu, Jianping Hu, Dianyong Tang
Summary: Through density functional theory and time-dependent density functional theory, the role of N-heterocyclic moieties in chelating ligands in the radiative and non-radiative decay processes of iridium(iii) complexes is investigated. The emission properties and phosphorescent quantum yields are explored, and it is found that different five-member N-heterocyclic moieties can significantly influence the emission wavelengths of the complexes. The choice of suitable N-heterocyclic moieties in the chelating ligand is beneficial for obtaining phosphorescent emitters with high efficiencies.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Engineering, Environmental
Ting He, Liangwei Deng, Bo Lai, Shuguang Xu, Lan Wang, Yunhong Zhang, Dan Zheng, Changwei Hu
Summary: Fulvic acid, as a model representing bio-refractory soluble organic matter, was treated with a combination of FeSO4 and Ca(ClO)(2) in advanced wastewater treatment. The results showed that the synergistic effect of Fe2+ and ClO- greatly enhanced the removal efficiency of fulvic acid, indicating the involvement of an advanced oxidation process. Oxidation and coagulation played crucial roles in the removal of fulvic acid.
JOURNAL OF ENVIRONMENTAL CHEMICAL ENGINEERING
(2022)