Article
Chemistry, Multidisciplinary
Bhawna Swami, Deepak Yadav, Rajeev S. Menon
Summary: Benzannulation reactions involve constructing a benzene ring from acyclic precursors, offering a versatile and often superior alternative to aromatic substitution for building substituted arenes. This review categorizes and discusses selected pioneering and recent reports of various benzannulation reactions.
Article
Chemistry, Organic
Hiroyuki Mutoh, Shu Nakamura, Koichi Hagiwara, Masayuki Inoue
Summary: Limonoids 1 and 2 share a 6/6/6/5-membered ABCD ring system and a six-membered oxacycle, but differ in their C9-stereochemistries. A novel radical-based strategy was developed to construct the pentacyclic skeletons of 1 and 2, by coupling oxacycle-fused A-ring and enyne fragments to produce radical precursors 4a-4c with different C7-oxygen functionalities, which then participated in a radical cascade reaction to cyclize the C9-diastereomeric BCD rings.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Jin-Wei Yuan, Qian Chen, Wen-Tao Wu, Jian-Jun Zhao, Liang-Ru Yang, Yong-Mei Xiao, Pu Mao, Ling-Bo Qu
Summary: A cascade annulation reaction of terminal alkynyl amides with diselenides has been successfully carried out to construct 3-arylselenenyl spiro[4.5]trienones under mild conditions using Selectfluor as the sole oxidant. Additionally, 3,4-bisarylselenenyl spiro[4.5]trienones were synthesized via a cascade annulation reaction using transition-metal copper as a catalyst. This spirocyclization process involves sequential C(sp)-Se and C(sp)-C(sp(2)) bond formation, accompanied by the introduction of a carbonyl oxygen.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Jia-Lu Zhang, Rui Ma, Huan-Huan Zhao, Peng-Fei Xu
Summary: An efficient and concise strategy has been developed for merging spiro-tetrahydroquinoline with spiro-benzofuranone into a single new skeleton through asymmetric catalytic cascade reactions catalyzed by quinine-derived chiral bifunctional squaramide organocatalysts. The approach demonstrates high yields, excellent diastereoselectivities and enantioselectivities (up to 99% yield, up to >20 : 1 dr, up to >99% ee, 40 examples) under mild reaction conditions.
CHEMICAL COMMUNICATIONS
(2022)
Review
Chemistry, Multidisciplinary
Guo-Qiang Xu, Peng-Fei Xu
Summary: In recent years, impressive progress has been made in the development of organic photoredox catalytic cascade reactions without the need for expensive and toxic transition metals, leading to the synthesis of chemically and biomedically valuable building blocks. This review highlights the recent advancements in this blooming area by introducing new catalytic cascade reactions mediated by organic photoredox catalysts and discussing their mechanisms and applications as reported in recent literature.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Multidisciplinary
Junbo Li, Mei Zhu, Shengliang Wang, Zhengyu Tao, Xiaoman Liu, Xin Huang
Summary: A spatially segregative coacervate-in-proteinosome hybrid microcompartment has been constructed by co-encapsulation of positively or negatively charged polyelectrolytes within proteinosomes, enhancing cascade enzymatic reactions and advancing the development of artificial eukaryotic cell-like microcompartments.
CHEMICAL COMMUNICATIONS
(2021)
Review
Engineering, Environmental
Yunting Liu, Pengbo Liu, Shiqi Gao, Zihan Wang, Pengqian Luan, Javier Gonzalez-Sabin, Yanjun Jiang
Summary: mo-CECRs, bridging chemo- and bio-catalysis, can achieve chemical transformations with minimized purification steps and improved stereochemical control, but face challenges due to incompatibilities between different catalytic disciplines. Progress, challenges, and strategies in this area are discussed in this review, offering guidance for the design of new and robust mo-CECRs.
CHEMICAL ENGINEERING JOURNAL
(2021)
Article
Chemistry, Organic
Hidenori Matsuyama, Xuan Zhang, Masahiro Terada, Tienan Jin
Summary: A versatile method for synthesizing alkylidene fluorenes and their heteroarene derivatives has been successfully developed by using a Pd(II)-catalyzed direct C-H/C-H coupling of o-alkenyl biaryls. Under aerobic oxidation conditions, the use of Pd(OAc)2 catalyst produces alkylidene fluorenes with various functional groups and diverse polycyclic systems. These resulting products can be utilized as versatile synthetic building blocks for constructing structurally diverse polycyclic arenes and heteroarenes.
Article
Chemistry, Organic
Itaru Nakamura, Kazuki Masukawa, Yasuhiro Ishida, Masahiro Terada
Summary: The reaction involves a Cu-catalyzed cascade reaction between N-alkoxyanilines and dienophiles, proceeding through a dearomative effect and Diels-Alder reaction to afford ketimines with highly functionalized bicyclic skeletons. Mechanistic investigations showed that the [1,3]-rearrangement is the rate-determining step, effectively suppressing unfavorable side reactions.
Article
Chemistry, Organic
Qinxuan Wang, Jiun-Le Shih, Ka Yi Tsui, Croix J. Laconsay, Dean J. Tantillo, Jeremy A. May
Summary: This study investigated various types of Huisgen cyclization or nitrene/carbene alkyne cascade reactions with different types of termination. Accessible nitrene precursors were evaluated, and carbonazidates were found to be the only effective initiators. The reaction outcome can be influenced by solvents, terminal alkynyl substituents, and catalysts. The mechanism was studied both computationally (using density functional theory) and experimentally, revealing relevant intermediates and plausible reaction pathways.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Farnaz Jafarpour, Banafshe Rahimi
Summary: A novel controlled DTBP-mediated oxidative C-S bond cleavage/annulation cascade is developed, allowing benzyl thioethers to form carbonyl intermediates and participate in annulation reactions with alkynes to produce privileged indenone skeletons.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Organic
Hai-Lei Cui, Xiao-Hui Chen
Summary: A copper-catalyzed synthesis of pyrrolo[2,1-a]isoquinolines has been developed, using terminal alkynes, aldehydes, and tetrahydroisoquinolines. Various pyrrolo[2,1-a]isoquinolines were prepared in yields of 17-69% via a cascade sequence of condensation/Mannich-type addition/oxidation/cyclization. Modification of the molecules through simple chemical transformations led to highly functionalized compounds with a privileged framework.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Yadi Niu, Laiping Yao, Hongli Zhao, Xue Tang, Qian Zhao, Yuling Wu, Bo Han, Wei Huang, Gu Zhan
Summary: This study presents a new method for the asymmetric synthesis of spiroxindole cyclopentanes containing five stereocenters. The strategy demonstrated a broad substrate scope and high selectivity.
Review
Chemistry, Organic
Ana Maria Faisca Phillips, Armando J. L. Pombeiro
Summary: Chiral halogenated substances have significant applications in pharmaceuticals, agrochemicals, and materials, with halogens affecting molecular properties. There are highly-selective halogenating reagents available, allowing functionalization of complex molecules under mild conditions.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Chengyu Yu, Guoren Yue, Penji Yan, Hai Song, Hucheng Shi, Yangfei Wei, Zhengen Song, Xin Jia
Summary: A novel synthesis of highly functionalized dihydrofuranyl alcohols has been developed through a tandem process, resulting in good yields of up to 97.1%.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Review
Engineering, Environmental
Caiyan Yue, Long Chen, Heng Zhang, Jinshu Huang, Hao Jiang, Hu Li, Song Yang
Summary: Water pollution is a pressing global environmental issue due to the presence of toxic organic pollutants. Photocatalysis, particularly using metal-organic frameworks (MOFs), has shown great promise for organic pollutant removal in wastewater treatment. This review summarizes recent advances in MOF-based photocatalysts, including preparation strategies, modification techniques, and applications for organic pollutant degradation. The working mechanisms, heterojunctions, and key parameters affecting the photocatalytic degradation process are also discussed. The future outlook and challenges of MOF materials for removing organic pollutants from water are emphasized.
ENVIRONMENTAL SCIENCE-WATER RESEARCH & TECHNOLOGY
(2023)
Article
Chemistry, Multidisciplinary
Yujiao Zhang, Zhao Hu, Heng Zhang, Hu Li, Song Yang
Summary: A novel Covalent organic skeleton/metal oxide (COF/MOx) Z scheme heterojunction was constructed for selective oxidation of nitric oxide (NO). The optimized COF/TiO2 catalyst exhibited excellent NO removal rate (64.5%) under visible-light irradiation due to improved light absorption, efficient separation of photoexcited electron-hole pairs, and activation of O-2 by uniform COF coating. The selectivity towards nitrate (NO3-) was improved to 99.9% by enhancing the generation of superoxide radicals as the main reactive species and limiting the production of intermediate nitrogen dioxide (NO2). This study demonstrates the potential of the Z scheme heterojunction for universal applications.
ADVANCED FUNCTIONAL MATERIALS
(2023)
Article
Chemistry, Physical
Zhengyi Li, Peng Zhou, Min Zhou, Hao Jiang, Hu Li, Shengqi Liu, Heng Zhang, Song Yang, Zehui Zhang
Summary: In this study, a new bifunctional indium hydroxide material was developed for the high-efficiency synthesis of urea from CO2 and nitrogenous pollutants. The material, with dual active sites and facet and defect engineering, showed selective catalytic activity for the conversion of CO2 and NO3-, leading to improved urea synthesis efficiency.
APPLIED CATALYSIS B-ENVIRONMENT AND ENERGY
(2023)
Article
Engineering, Environmental
Hongmei Xiang, Jiao Meng, Wubin Shao, Dan Zeng, Jin Ji, Peiyi Wang, Xiang Zhou, Puying Qi, Liwei Liu, Song Yang
Summary: The excessive use and eco-unfriendly behavior of traditional pesticide formulations have serious drawbacks. In this study, a scalable and sustainable biopolymer-based core-shell nanocarrier loaded with an anti-viral candidate agent was developed for plant disease management. The nanocarrier exhibited enhanced UV resistance, improved foliar surface wettability, and activated host plant defense responses.
CHEMICAL ENGINEERING JOURNAL
(2023)
Article
Engineering, Environmental
Xiang Tan, Hongguo Wu, Heng Zhang, Hu Li, Song Yang
Summary: A renewed heterogeneous catalyst, PtSA/NC-AMP, consisting of both Pt single atoms and nanoclusters supported by Al(PO3)3, was developed for efficient hydrogenative scission of alkyl/aryl C-O bonds in lignin derivatives and oxygenated aryl/alkyl compounds, resulting in the formation of arenes and alkanes, respectively. The relay catalytic process based on the finite size effect, where Pt single atoms and nanoclusters play different roles, contributes to the excellent reactivity of PtSA/NC-AMP. Furthermore, the size-dependent strong metal-support interaction of Pt-Al(PO3)3 enhances the reactivity and stability of PtSA/NC-AMP. This study provides a reference for the multi-step upgrading of biomass involving targeted alkyl/aryl C-O bond cleavage.
CHEMICAL ENGINEERING JOURNAL
(2023)
Article
Biochemistry & Molecular Biology
Puying Qi, Na Wang, Taihong Zhang, Yumei Feng, Xiang Zhou, Dan Zeng, Jiao Meng, Liwei Liu, Linhong Jin, Song Yang
Summary: Anti-virulence strategies are effective for controlling bacterial diseases by targeting virulence factors. In this study, a series of dehydroabietic acid derivatives were synthesized and evaluated for their antibacterial activity. Compound 2b showed promising antibacterial activity against Xanthomonas oryzae pv. oryzae and effective control of bacterial leaf blight in rice. It also suppressed various virulence factors. These compounds can serve as lead compounds for developing novel bactericides.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Agriculture, Multidisciplinary
Dan Zeng, Shuai-Shuai Liu, Wu-Bin Shao, Tai-Hong Zhang, Pu-Ying Qi, Hong-Wu Liu, Xiang Zhou, Li-Wei Liu, Heng Zhang, Song Yang
Summary: This study synthesized 35 new 1,3,4-oxadiazole derivatives and evaluated their anti-phytopathogenic activities. Compound C-7 showed excellent antibacterial activity in vitro and acceptable activity in vivo against rice bacterial leaf blight. Moreover, C-7 could indirectly reduce the inducible expression of host SWEET genes, alleviating nutrient supply in the infection process of phytopathogenic bacteria. The study highlights the potential of 1,3,4-oxadiazole-based agrochemicals in controlling plant bacterial diseases.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2023)
Article
Agriculture, Multidisciplinary
Lihui Shao, Su Zhao, Song Yang, Xiang Zhou, Yan Li, Chengpeng Li, Danping Chen, Zhuirui Li, Guiping Ouyang, Zhenchao Wang
Summary: To discover novel antibacterial agents, two series of quinazolinone derivatives with novel structures were synthesized and their bioactivity against plant bacteria was tested. Compound D32 was identified as a potent antibacterial inhibitor against Xanthomonas oryzae pv. Oryzae (Xoo), with better inhibitory capacity compared to the commercial drugs. Further investigation revealed the mechanism of action of D32, which provides clues for the development of new therapeutic strategies.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2023)
Article
Energy & Fuels
Jinyu Tan, Dayong Yu, Junfa Yuan, Hongguo Wu, Hangyu Luo, Heng Zhang, Xiaobing Li, Hu Li, Song Yang
Summary: A novel ternary deep eutectic solvent (DES) was designed for wheat straw pretreatment, which achieved non-condensed lignin and high-yield fermentable sugars. The introduction of ethylene glycol into the DES protected lignin structure and improved enzymatic digestibility of cellulose. Trichosporon cutaneum cultivated in the waste liquid and residue hydrolysate produced 8.7 g microbial lipid per 100 g wheat straw, surpassing previous reports.
Article
Biochemistry & Molecular Biology
Zhenxing Li, Binxin Yang, Yue Ding, Jiao Meng, Jinhong Hu, Xiang Zhou, Liwei Liu, Zhibing Wu, Song Yang
Summary: Plant diseases caused by malignant and refractory phytopathogenic viruses have been effectively inhibited by novel eugenol derivatives targeting the tobacco mosaic virus helicase. Compound 2 t showed superior binding capability and impressive anti-viral activity, outperforming commercial drugs.
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
(2023)
Article
Agriculture, Multidisciplinary
Wu-Bin Shao, Rong-Shuang Luo, Jiao Meng, Xiao-Kang Lv, Hong-Mei Xiang, Wan-Lin Xiao, Xiang Zhou, Li-Wei Liu, Zhi-Bing Wu, Song Yang
Summary: Phenothiazine derivatives showed excellent bioactivity against different bacteria and demonstrated potential as pesticide candidates for plant diseases. Compound C-2 had high effectiveness against rice leaf blight, outperforming commonly used pesticides.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2023)
Article
Agronomy
Zhen-Xing Li, Jin-Hong Hu, Rong-Shuang Luo, Tai-Hong Zhang, Yue Ding, Xiang Zhou, Li-Wei Liu, Zhi-Bing Wu, Song Yang
Summary: This study established an efficient screening platform based on natural alkaloids to discover novel compounds targeting TMV helicase. Rutaecarpine from Evodia rutaecarpa (Juss.) Benth showed excellent TMV helicase inhibitory properties (Kd = 1.1 μm, IC50 = 227.24 μm) and demonstrated strong anti-TMV activity. Molecular docking and dynamic simulations revealed that Rutaecarpine could stably bind to the active pockets of the helicase through hydrogen bonding and hydrophobic interactions with low binding energy (ΔG(bind) = -17.8 kcal/mol).
PEST MANAGEMENT SCIENCE
(2023)
Review
Chemistry, Physical
Wenfeng Zhao, Hu Li, Heng Zhang, Song Yang, Anders Riisager
Summary: Ammonia borane (AB) is a promising material for hydrogen storage and has attracted much attention in reductive organic transformations. This review summarizes the recent progress of AB-mediated transfer hydrogenation reactions of various substrates and discusses the synthesis protocols, reaction parameters, product distribution, and reactivity. The mechanism involving the action mode of AB and structure-activity relationships are also discussed, and the challenges and opportunities for AB-enabled transfer hydrogenation reactions are highlighted.
GREEN ENERGY & ENVIRONMENT
(2023)
Article
Chemistry, Physical
Li-Long Zhang, Ji Zheng, Jinxing Gu, Zhuochun Huang, Linguo Lu, Hu Li, Zhongfang Chen, Song Yang
Summary: This study investigated 11 phosphotungstic acid-supported single-atom catalysts (SACs) and found that Os-1/PTA SACs exhibited superior catalytic activity for the purification of methane and hydrogen, with the ease of oxidation following the CO > H-2 > CH4 order. It selectively removed CO in water and MeOH without consuming H-2, due to strong Os-PTA interactions and charge transfer mechanism.
JOURNAL OF MATERIALS CHEMISTRY A
(2023)
Review
Polymer Science
Wenfeng Zhao, Qinmei Ge, Hu Li, Nan Jiang, Shangwei Chen, Song Yang, Hang Cong
Summary: Using organic polymers as catalysts for CO2 photoreduction is a highly promising approach to addressing energy and environmental issues, due to their outstanding CO2 adsorption capacity, photochemical performance, and tunable structure.