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Science China Chemistry 2024年第7期67卷 2199-2205页

作者： Hongyan Long Sha Zhao Chunyan Jian Xiuli Wu Fengfei Lu Minghong Liao Fengrui Che Xingxing Wu Yonggui Robin Chi state key laboratory of green pesticide Key Laboratory of Green Pesticide and Agricultural BioengineeringMinistry of EducationGuizhou UniversityGuiyang 550025China School of Chemistry Chemical Engineeringand BiotechnologyNanyang Technological UniversitySingapore 637371Singapore

Organoseleniums exhibit a diverse set of biological activities that are pivotal for drug discovery and are widely explored in synthetic chemistry and material *** many transformations have been developed for non-enantioselective C–Se bond formations,the catalyst-controlled stereoselective preparation of chiral organoseleniums continues to be of considerable *** particular,there are limited studies on the enantioselective seleno-Michael addition reactions to access chiral selenium functional ***,we disclose a carbene-catalyzed highly enantioselective nucleophilic C–Se bond construction through formal[3+3]annulations between selenocarboxamides and bromoenals,affording seleno-thiazinone products with good yields and excellent *** choice of a weak inorganic base was pivotal to suppressing the unproductive racemization and decomposition of the selenium ***,the catalytically generated chiral selenium-containing heterocyclic products feature remarkable antimicrobial activities that could serve as promising lead scaffolds for further agrochemical development.

关键词： seleno-Michael addition organocatalysis N-heterocyclic carbene seleno-heterocycles antimicrobial activity

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Cu-catalyzed regioselective diborylation of 1,3-enynes for the efficient synthesis of 1,4-diborylated allenes

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Chinese Chemical Letters 2024年第5期35卷 141-144页

作者： Wujun Jian Mong-Feng Chiou Yajun Li Hongli Bao Song Yang National key laboratory of green pesticide Key Laboratory of Green Pesticide and Agricultural BioengineeringMinistry of EducationCenter for R&D of Fine Chemicals of Guizhou UniversityGuiyang 550025China Strait Institute of Flexible Electronics(SIFE Future Technologies)Fujian Normal UniversityFuzhou 350117China key laboratory of Coal to Ethylene Glycol and Its Related Technology State Key Laboratory of Structural ChemistryFujian Institute of Research on the Structure of MatterUniversity of Chinese Academy of SciencesFuzhou 350002China

Borylation of 1,3-enynes with bis(boronate)compounds often ends up with the formation of hydroborylated products,leaving the diborylation of 1,3-enynes for the formation of 1,4-diborylated allenes to be ***,a copper-catalyzed chemo-,regio-,and stereo-selective diborylation of 1,3-enynes for the efficient construction of 1,4-diborylated allenes under base-free conditions was reported.A wide range of 1,3-enynes bearing various functional groups can participant in the reaction and afforded the corresponding 1,4-diborylated allenes in good to excellent yields,which was enabled by the protocol of Bpin to BF3K *** borylcopper species was supposed to selectively attack the C-C triple bond of the 1,3-enynes.

关键词： Copper catalysis Regioselective 1,3-Enynes Borylation Allenes

N-Heterocyclic carbene catalyzed C-acylation reaction for access to linear aminoenones

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Chinese Chemical Letters 2023年第1期34卷 357-361页

作者： Jie Lv Yingling Nong Kai Chen Qingyun Wang Jiamiao Jin 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 Bioengineering Ministry of EducationGuizhou UniversityGuiyang 550025China

An N-heterocyclic carbene(NHC)-catalyzed carbonyl nucleophilic substitution reaction between 1-cyclopropylcarbaldehydes and N-sulfonyl imines is developed for access to linearβ-aminoenone ***β-aminoenones containing cyclopropyl fragments can be afforded in moderate to excellent yields under mild *** reaction features excellent trans-diastereoselectivities and the desired aminoenone products are all afforded as Z-isomers.

关键词： N-Heterocyclic carbene Organocatalysis C-Acylation reaction Animoenone synthesis

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

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

Genome-wide identification and characterization of the JAZ gene family and its expression patterns under various abiotic stresses in Sorghum bicolor

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Journal of Integrative Agriculture 2022年第12期21卷 3540-3555页

作者： DU Qiao-li FANG Yuan-peng JIANG Jun-mei CHEN Mei-qing LI Xiang-yang XIE Xin key laboratory of agricultural Microbiology College of AgricultureGuizhou UniversityGuiyang 550025P.R.China state key laboratory breeding base of green pesticides and agricultural bioengineering/key laboratory of green pesticides and agricultural bioengineering Ministry of EducationGuizhou UniversityGuiyang 550025P.R.China

The jasmonate ZIM domain(JAZ)protein belongs to the TIFY((TIF[F/Y]XG)domain protein)family,which is composed of several plant-specific proteins that play important roles in plant growth,development,and defense ***,the mechanism of the sorghum JAZ family in response to abiotic stress remains *** the present study,a total of 17 JAZ genes were identified in sorghum using a Hidden Markov Model *** addition,real-time quantification polymerase chain reaction(RT-qPCR)was used to analyze the gene expression patterns under abiotic *** on phylogenetic tree analysis,the sorghum JAZ proteins were mainly divided into nine subfamilies.A promoter analysis revealed that the SbJAZ family contains diverse types of promoter cis-acting elements,indicating that JAZ proteins function in multiple pathways upon stress stimulation in *** to RT-qPCR,SbJAZ gene expression is ***,under cold,hot,polyethylene glycol,jasmonic acid,abscisic acid,and gibberellin treatments,the expression patterns of SbJAZ genes were distinctly different,indicating that the expression of SbJAZ genes may be coordinated with different ***,the overexpression of SbJAZ1 in Escherichia coli was found to promote the growth of recombinant cells under abiotic stresses,such as PEG 6000,NaCl,and 40℃ ***,our findings help us to better understand the potential molecular mechanisms of the SbJAZ family in sorghum in response to abiotic stresses.

关键词： Sorghum bicolor gene family identification JAZ family abiotic stress expression pattern