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Diamide derivatives containing a trifluoromethylpyridine skeleton:Design,synthesis,and insecticidal activity

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Journal of Integrative Agriculture 2022年第10期21卷 2995-3003页

作者： XU Fang-zhou WANG Yan-yan GUO Sheng-xin DAI A-li WU Jian State Key laboratory breeding base of green pesticide and agricultural bioengineering/Key laboratory of green pesticide and agricultural bioengineering Ministry of Education/Guizhou UniversityGuiyang 550025P.R.China

Diamide derivatives are biologically active molecules that have been widely applied in recent years in research on pesticides,especially *** a simple and environmentally friendly scheme,a series of new diamide derivatives containing a trifluoromethylpyridine skeleton was designed,synthesized,and confirmed by^(1)H,^(19)F and^(13)C NMR,and *** insecticidal activities against Plutella xylostella and Helicoverpa armigera were measured and the relationship between structure and activity was *** of the title compounds(D2,D5,D10,D21,D28,D29,D30 and D33)showed 100%activity against *** at 500 mg L^(-1).One compound,D33,still showed 100%activity against *** at 100 mg L^(-1)and had the lowest LC_(50)(lethal concentration 50%,3.7 mg L^(-1))among the synthesized *** docking analysis revealed that D33 could be thoroughly embedded in the active pocket of the ryanodine receptor via hydrogen bonding in a manner similar to the commercial insecticide chlorantraniliprole.

关键词： diamide derivatives trifluoromethylpyridine synthesis insecticidal activity molecular docking

Cobalt nitride enabled benzimidazoles production from furyl/aryl bio-alcohols and o-nitroanilines without an external H-source

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Frontiers of Chemical Science and Engineering 2023年第1期17卷 68-81页

作者： Chuanhui Li Li-Long Zhang Hu Li Song Yang State Key laboratory breeding base of green pesticide&agricultural bioengineering Key Laboratory of Green Pesticide&Agricultural BioengineeringMinistry of EducationState-Local Joint Laboratory for Comprehensive Utilization of BiomassCenter for R&D of Fine ChemicalsGuizhou UniversityGuiyang 550025China

Benzimidazole derivatives have wide-spectrum biological activities and pharmacological effects,but remain challenging to be produced from biomass ***,we report a green hydrogen transfer strategy for the efficient one-pot production of benzimidazoles from a wide range of bio-alcohols and o-nitroanilines enabled by cobalt nitride species on hierarchically porous and recyclable nitrogen-doped carbon catalysts(Co/CN_(x)-T,T denotes the pyrolysis temperature)without using an external hydrogen source and base *** the tested catalysts,Co/CN_(x)-700 exhibited superior catalytic performance,furnishing 2-substituted benzimidazoles in 65%–92%*** mechanistic studies manifest that the coordination between Co^(2+)and N with appropriate electronic state on the porous nitrogen-doped carbon having structural defects,as well as the remarkable synergetic effect of Co/N dual sites contribute to the pronounced activity of Co/CN_(x)-700,while too high pyrolysis temperature may cause the breakage of the catalyst Co-N bond to lower down its ***,it is revealed that the initial dehydrogenation of bio-alcohol and the subsequent cyclodehydrogenation are closely correlated with the hydrogenation of nitro *** catalytic hydrogen transfer-coupling protocol opens a new avenue for the synthesis of N-heterocyclic compounds from biomass.

关键词： biomass conversion furanic compounds benzimidazoles hydrogen transfer bifunctional catalysis

N-heterocyclic carbene-catalyzed arene formation reactions

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Science China Chemistry 2022年第2期65卷 210-223页

作者： Tingting Li Zhichao Jin Yonggui Robin Chi State Key laboratory breeding base of green pesticide and agricultural bioengineering Key Laboratory of Green Pesticide and Agricultural BioengineeringMinistry of EducationGuizhou UniversityGuiyang 550025China Division of Chemistry&Biological Chemistry School of Physical&Mathematical SciencesNanyang Technological UniversitySingapore 637371Singapore

N-heterocyclic carbene-catalyzed reactions for the formation of aromatic compounds are *** reactions are subdivided into 4 types based on their activation modes.A brief summary on the achievements and the challenges remaining in Nheterocyclic carbene(NHC)-catalyzed arene construction processes is provided at the end of this *** outlook into the future research direction within this field is also given based on our own opinion and knowledge on the trends of the development of NHC organocatalysis.

关键词： N-heterocyclic carbene arene construction cycloaddition organocatalysis

APPLICATION AND DEVELOPMENT OF ‘green’ PREVENTIVE AND CONTROL TECHNOLOGIES IN GUIZHOU TEA PLANTATIONS

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Frontiers of agricultural Science and Engineering 2022年第1期9卷 75-81页

作者： Xiangyang LI Linhong JIN Zhuo CHEN Baoan SONG State Key laboratory breeding base of green pesticide and agricultural bioengineering Key Laboratory of Green Pesticide and Agricultural BioengineeringMinistry of EducationGuizhou UniversityGuiyang 550025China

The application and development of ‘green’ preventive technologies in teaplantations is an important means of ensuring tea quality and ecologicalsafety. Ecological, agronomic and biological controls are the main preventivemeasures used in Guizhou Province. This paper summarizes the ‘green’preventive technologies being applied in Guizhou tea plantations, including theuse of plant defense inducers to regulate tea plant responses to pathogens,natural enemies to control pest species causing damage to shoots andTrifolium repens to control the main weed species. In addition, it summarizesthe integrated ‘green’ preventive technologies being used in Guizhou andprovides a foundation for the ecological maintenance of tea plantations.

关键词： ‘green’prevention natural enemies plant defense inducers tea plantations Trifolium repens

The first N-ligand assisted Pd catalyzed asymmetric synthesis of 3-arylsuccinimides as novel antifungal leads

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Organic Chemistry Frontiers 2022年第1期9卷 183-189页

作者： Jixing Lai Juan Yang Chen Yang RenéCsuk Baoan Song Shengkun Li laboratory breeding base of green pesticide and agricultural bioengineering Key Laboratory of Green Pesticide and Agricultural BioengineeringMinistry of EducationGuizhou UniversityHuaxi DistrictGuiyang 550025China Organic Chemistry Martin-Luther-University Halle-WittenbergKurt-Mothes-Str.2D-06120 Halle(Saale)Germany

The first palladium/chiral nitrogenous ligand-catalyzed enantioselective addition of aryl boronic acids to various maleimides was *** protocol features mild conditions combined with good functional group *** resultant 3-arylsuccinimides were shown to be novel chiral antifungal leads and inspired the discovery of novel ligands to address the challenging issues of this transformation.

关键词： catalyzed chiral palladium

Construction of Multi-Substituted Benzenes via NHC-Catalyzed Reactions of Carboxylic Esters

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Chinese Journal of Chemistry 2018年第4期36卷 333-337页

作者： Jichang Wu Chengli Mou Yonggui Robin Chi laboratory breeding base of green pesticide and agricultural bioengi- neering Key Laboratory of Green Pesticide and Agricultural Bioengi- neering Ministry of Education Guizhou University Huaxi District Gui- yang Guizhou 550025 China School of Pharmacy Guiyang College of Traditional Chinese Medicine Huaxi District Guiyang Guizhou 550025 China

A carbene-catalyzed ester activation reaction for the synthesis of multi-substituted benzenes is developed. Tetra-substituted benzene com- pounds are efficiently synthesized through this methodology. Compared with aldehyde substrates used in previous reports, the ester substrates used here are much more readily available and inexpensive. In addition, the TEMPO oxidant used here is more inexpensive than the quinones commonly used in related carbene-catalyzed reactions.

关键词： N-heterocyclic carbene carboxylic ester benzene synthesis organocatalysis TEMPO oxidation

Ammonia borane-enabled hydrogen transfer processes:Insights into catalytic strategies and mechanisms

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green Energy & Environment 2023年第4期8卷 948-971页

作者： Wenfeng Zhao Hu Li Heng Zhang Song Yang Anders Riisager State Key laboratory breeding base of green pesticide&agricultural bioengineering Key Laboratory of Green Pesticide&Agricultural BioengineeringMinistry of EducationState-Local Joint Laboratory for Comprehensive Utilization of BiomassCenter for Research&Development of Fine ChemicalsGuizhou UniversityGuiyang550025China Centre for Catalysis and Sustainable Chemistry Department of ChemistryKemitorvet Building 207Technical University of DenmarkDK-2800 Kgs.LyngbyDenmark

Transfer hydrogenation(TH) with in situ generated hydrogen donor is of great importance in reduction reactions, and an alternative strategy to traditional hydrogenation processes involving pressurized molecular hydrogen. Ammonia borane(NH3BH3, AB) is a promising material of hydrogen storage, and it has attracted much attention in reductive organic transformations owing to its high activity, good atom economy, nontoxicity, sustainability, and ease of transport and storage. This review focuses on summarizing the recent progress of AB-mediated TH reactions of diverse substrates including nitro compounds, nitriles, imines, alkenes, alkynes, carbonyl compounds(ketones and aldehydes), carbon dioxide,and N-and O-heterocycles. Syntheses protocols(metal-containing and metal-free), the effect of reaction parameters, product distribution, and variation of reactivity are surveyed, and the mechanism of each reaction involving the action mode of AB as well as structure-activity relationships is discussed in detail. Finally, perspectives are presented to highlight the challenges and opportunities for AB-enabled TH reactions of unsaturated compounds.

关键词： Transfer hydrogenation Ammonia borane Hydrogen donor Reaction mechanism Catalytic strategies

Natural nematicidal active compounds:Recent research progress and outlook

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Journal of Integrative Agriculture 2021年第8期20卷 2015-2031页

作者： CHEN Ji-xiang SONG Bao-an State Key laboratory breeding base of green pesticide and agricultural bioengineering/Key laboratory of green pesticide and agricultural bioengineering Ministry of Education/Guizhou UniversityGuiyang 550025P.R.China

Plant-parasitic nematodes cause substantial economic losses to global agriculture *** use of nematicides is an effective way of controlling plant-parasitic ***,the long-term use of traditional organophosphorus and carbamate chemical nematicides can lead to increased nematode *** the increasing awareness of the necessity for the protection of the environment and human health,highly toxic nematicides no longer meet the developmental requirements of modern ***,many studies have been undertaken on the isolation and nematicidal activity of natural products against plant-parasitic nematodes and Caenorhabditis *** an important model nematode,*** plays a vital reference role in studying plant-parasitic nematodes regarding nematicidal activity,metabolic mechanism,and modes of action and *** reviewed the latest research progress of natural nematicidal active compounds against plantparasitic nematodes and *** over the past ten years,discussed the structure-activity relationship and mechanism of action,and examined the development and application of natural nematicidal active compounds.

关键词： natural products nematicides research progress plant-parasitic nematodes

Synthesis and antiviral bioactivity of novel chalcone derivatives containing purine moiety

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Chinese Chemical Letters 2018年第1期29卷 127-130页

作者： Yan-Jiao Wang Da-Gui Zhou Fang-Cheng He Ji-Xiang Chen Yong-Zhong Chen Xiu-Hai Gan De-Yu Hu Bao-An Song State Key laboratory breeding base of green pesticide and agricultural bioengineering Key Laboratory of Green Pesticide and Agricultural BioengineeringMinistry of Education Research and Development Center for Fine Chemicals Guizhou University

A series of novel chalcone derivatives containing purine moiety was designed and synthesized, and their antiviral activities against cucumber mosaic virus （CMV） and tobacco mosaic virus （TMV） were evaluated in vivo. Bioactivity assays indicated that some compounds showed good antiviral activities against CMV and TMV. It is worth mentioning that compounds 30, 3s, 3w, and 3x exhibited excellent curative activity against CMV, with ECso values of 301.1 μg/mL, 315.7 μg/mL, 282.3 μg/mL, 230.5 μg/mL, respectively, which were better than that of Dufulin （373.7 μg/mL） and Ribavirin （726.3 μg/mL）. In addition, the fluorescence spectroscopy experiment results showed that compound 3o showed strong combining capacity to tobacco mosaic virus coat orotein.

关键词： Chalcone derivatives6-Chloro-purineAntiviral activityCucumber mosaic virusTobacco mosaic virusInteraction mechanisms