Derivatives of piperazine,which is one of the most important heterocycles,are often used as linkers to connect active substructures that show promising bioactivities,especially in the field of agrochemicals.From 2000 ...Derivatives of piperazine,which is one of the most important heterocycles,are often used as linkers to connect active substructures that show promising bioactivities,especially in the field of agrochemicals.From 2000 to 2022,many piperazine-containing compounds were found to exhibit excellent activities against fungi,bacteria,insects,plant viruses,and weeds and have also been used as plant growth regulators.Currently,the development of novel pesticides to prevent the invasion of crop pathogens and ensure the quality and yields of crops is still needed.We herein investigated and summarized the role that piperazine plays in the discovery of pesticides to provide a comprehensive summary of the broad activities of piperazine derivatives in agricultural applications and offer a potential reference for novel pesticide design using piperazine-containing compounds.Moreover,structure–activity relationships(SARs)analyses of bioactive piperazine-containing compounds are also discussed for a deeper understanding.展开更多
As a common active substructure,hydrazone has attracted increasing attention and is considered essential for pesticide discovery.It has been widely regarded as a potential insecticidal,antibacterial,antifungal,antivir...As a common active substructure,hydrazone has attracted increasing attention and is considered essential for pesticide discovery.It has been widely regarded as a potential insecticidal,antibacterial,antifungal,antiviral,and herbicidal agent.In this review,we highlight the pesticide versatility of hydrazone fragments and provide a comprehensive summary of the biological activity,structure-activity relationship analysis(SARs),and primary mechanism of their analogs.This profile is expected to give valuable information for discovering new pesticides.展开更多
An N-heterocyclic carbene(NHC)-catalyzed enantioselective Mannich reaction of the remoteγ-carbon of cyclopropylcarbaldehydes is disclosed for the first time.Diastereo-and enantiomerically enriched multicyclicδ-lacta...An N-heterocyclic carbene(NHC)-catalyzed enantioselective Mannich reaction of the remoteγ-carbon of cyclopropylcarbaldehydes is disclosed for the first time.Diastereo-and enantiomerically enriched multicyclicδ-lactam compound is afforded as the main product from 8 possible stereo-specific isomers through dynamic kinetic asymmetric transformation(DYKAT)processes.Multiple chiral functional molecules can be afforded from the lactam products through simple protocols with retentions of the optical purities.展开更多
Symmetric 1,3-diketones with fluorine or fluorinated substituents on the prochiral carbon remain to be established.Herein,we have developed a novel prochiral fluorinated oxindanyl 1,3-diketone and successfully applied...Symmetric 1,3-diketones with fluorine or fluorinated substituents on the prochiral carbon remain to be established.Herein,we have developed a novel prochiral fluorinated oxindanyl 1,3-diketone and successfully applied these substrates in carbene-catalyzed asymmetric desymmetrization.Accordingly,a versatile strategy for asymmetric generation of organofluorines with fluorine or fluorinated methyl groups has been developed.Multiple stereogenic centers were selectively constructed with satisfactory outcomes.Structurally diverse enantioenriched organofluorines were generated with excellent results in terms of yields,diastereoselectivities,and enantioselectivities.Notably,exchanging fluorinated methyl groups to fluorine for this prochiral 1,3-diketones leads to switchable stereoselectivity.Mechanistic aspects and origin of stereoselectivity were studied by DFT calculations.Notably,some of the prepared organofluorines demonstrated competitive antibacterial activities.展开更多
Symmetric 1,3-diketones with fluorine or fluorinated substituents on the prochiral carbon remain to be established.Herein,we have developed a novel prochiral fluorinated oxindanyl 1,3-diketone and successfully applied...Symmetric 1,3-diketones with fluorine or fluorinated substituents on the prochiral carbon remain to be established.Herein,we have developed a novel prochiral fluorinated oxindanyl 1,3-diketone and successfully applied these substrates in carbene-catalyzed asymmetric desymmetrization.Accordingly,a versatile strategy for asymmetric generation of organofluorines with fluorine or fluorinated methyl groups has been developed.Multiple stereogenic centers were selectively constructed with satisfactory outcomes.Structurally diverse enantioenriched organofluorines were generated with excellent results in terms of yields,diastereoselectivities,and enantioselectivities.Notably,exchanging fluorinated methyl groups to fluorine for this prochiral 1,3-diketones leads to switchable stereoselectivity.Mechanistic aspects and origin of stereoselectivity were studied by DFT calculations.Notably,some of the prepared organofluorines demonstrated competitive antibacterial activities.展开更多
N-heterocyclic carbene-catalyzed reactions for the formation of aromatic compounds are reviewed.The reactions are subdivided into 4 types based on their activation modes.A brief summary on the achievements and the cha...N-heterocyclic carbene-catalyzed reactions for the formation of aromatic compounds are reviewed.The 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 review.An 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.展开更多
基金The financial supports from National Natural Science Foundation of China(NSFC,Nos.32072445,21762012)the Program of Introducing Talents to Chinese Universities(No.D20023)+1 种基金the S&T Planning Project of Guizhou Province(No.[2017]5788)Graduate Research Fund in Guizhou Province(No.YJSKYJJ[2021]038).
文摘Derivatives of piperazine,which is one of the most important heterocycles,are often used as linkers to connect active substructures that show promising bioactivities,especially in the field of agrochemicals.From 2000 to 2022,many piperazine-containing compounds were found to exhibit excellent activities against fungi,bacteria,insects,plant viruses,and weeds and have also been used as plant growth regulators.Currently,the development of novel pesticides to prevent the invasion of crop pathogens and ensure the quality and yields of crops is still needed.We herein investigated and summarized the role that piperazine plays in the discovery of pesticides to provide a comprehensive summary of the broad activities of piperazine derivatives in agricultural applications and offer a potential reference for novel pesticide design using piperazine-containing compounds.Moreover,structure–activity relationships(SARs)analyses of bioactive piperazine-containing compounds are also discussed for a deeper understanding.
基金The financial support from the National Natural Science Foundation of China(Nos.32072445,22007022)the Program of Introducing Talents to Chinese Universities(No.D20023)+2 种基金the Natural Science Research Project of Guizhou Education Department(No.KY(2018)009)the Graduate Research Fund in Guizhou Province(No.YJSKYJJ[2021]038)The Specific Research Fund of the Innovation Platform for Academicians of Hainan Province(No.SQ2020PTZ0009)。
文摘As a common active substructure,hydrazone has attracted increasing attention and is considered essential for pesticide discovery.It has been widely regarded as a potential insecticidal,antibacterial,antifungal,antiviral,and herbicidal agent.In this review,we highlight the pesticide versatility of hydrazone fragments and provide a comprehensive summary of the biological activity,structure-activity relationship analysis(SARs),and primary mechanism of their analogs.This profile is expected to give valuable information for discovering new pesticides.
基金This work was supported by the National Natural Science Foundation of China(21772029,21801051,21961006,22071036,82360589,81360589)The 10 Talent Plan(Shicengci)of Guizhou Province([2016]5649)+5 种基金the Guizhou Province Returned Oversea Student Science and Technology Activity Program[(2014)-2]the Science and Technology Department of Guizhou Province([2018]2802,[2019]1020)the Program of Introducing Talents of Discipline to Universities of China(111 Program,D20023)at Guizhou University,Frontiers Science Center for Asymmetric Synthesis and Medicinal Molecules,Department of Education,Guizhou Province[Qianjiaohe KY(2020)004]the Guizhou Province First-Class Disciplines Project[(Yiliu Xueke Jianshe Xiangmu)-GNYL(2017)008]Guizhou University of Traditional Chinese Medicine(China),and Guizhou University.
文摘An N-heterocyclic carbene(NHC)-catalyzed enantioselective Mannich reaction of the remoteγ-carbon of cyclopropylcarbaldehydes is disclosed for the first time.Diastereo-and enantiomerically enriched multicyclicδ-lactam compound is afforded as the main product from 8 possible stereo-specific isomers through dynamic kinetic asymmetric transformation(DYKAT)processes.Multiple chiral functional molecules can be afforded from the lactam products through simple protocols with retentions of the optical purities.
基金supported by the National Key R&D Program of China(2017YFA0204704)National Natural Science Foundation of China(21602105)Natural Science Foundation of Jiangsu Province(BK20171460)。
文摘Symmetric 1,3-diketones with fluorine or fluorinated substituents on the prochiral carbon remain to be established.Herein,we have developed a novel prochiral fluorinated oxindanyl 1,3-diketone and successfully applied these substrates in carbene-catalyzed asymmetric desymmetrization.Accordingly,a versatile strategy for asymmetric generation of organofluorines with fluorine or fluorinated methyl groups has been developed.Multiple stereogenic centers were selectively constructed with satisfactory outcomes.Structurally diverse enantioenriched organofluorines were generated with excellent results in terms of yields,diastereoselectivities,and enantioselectivities.Notably,exchanging fluorinated methyl groups to fluorine for this prochiral 1,3-diketones leads to switchable stereoselectivity.Mechanistic aspects and origin of stereoselectivity were studied by DFT calculations.Notably,some of the prepared organofluorines demonstrated competitive antibacterial activities.
基金supported by the National Key R&D Program of China(2017YFA0204704)National Natural Science Foundation of China(21602105)Natural Science Foundation of Jiangsu Province(BK20171460).
文摘Symmetric 1,3-diketones with fluorine or fluorinated substituents on the prochiral carbon remain to be established.Herein,we have developed a novel prochiral fluorinated oxindanyl 1,3-diketone and successfully applied these substrates in carbene-catalyzed asymmetric desymmetrization.Accordingly,a versatile strategy for asymmetric generation of organofluorines with fluorine or fluorinated methyl groups has been developed.Multiple stereogenic centers were selectively constructed with satisfactory outcomes.Structurally diverse enantioenriched organofluorines were generated with excellent results in terms of yields,diastereoselectivities,and enantioselectivities.Notably,exchanging fluorinated methyl groups to fluorine for this prochiral 1,3-diketones leads to switchable stereoselectivity.Mechanistic aspects and origin of stereoselectivity were studied by DFT calculations.Notably,some of the prepared organofluorines demonstrated competitive antibacterial activities.
文摘N-heterocyclic carbene-catalyzed reactions for the formation of aromatic compounds are reviewed.The 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 review.An 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.
