Fifteen 1-（4-substituted phenyl）-4-（4-bromophenyl）-5-（halo-o-hydroxyphenyl）imino-1,2,3-triazoles were designed and synthe- sized based on rational combination of 1,2,3-triazoles and （halo）o-hydroxyphenyl group...Fifteen 1-（4-substituted phenyl）-4-（4-bromophenyl）-5-（halo-o-hydroxyphenyl）imino-1,2,3-triazoles were designed and synthe- sized based on rational combination of 1,2,3-triazoles and （halo）o-hydroxyphenyl group according to the superposition principle of reinforcement of biological activities. All the compounds were tested to an in vitro antimicrobial screening against M.a. and E.c.. Compounds IIe-IIo exhibited more potent antimicrobial activities against M.a. and E.c. than triclosan and fluconazole, which provided valuable information to further study of novel antimicrobial research.展开更多
A series of novel thiazolidinedione-triazole hybrids were synthesized by one pot reaction between thiazolidine-2.4-dione,substituted aryl aldehydes,piopargyl bromide and substituted aryl azides using piperidine,CuSO4&...A series of novel thiazolidinedione-triazole hybrids were synthesized by one pot reaction between thiazolidine-2.4-dione,substituted aryl aldehydes,piopargyl bromide and substituted aryl azides using piperidine,CuSO4· 5H2O and sodium ascorbate as catalysts in PEG-400 as a highly efficient and green media.These thiazolidinedione-triazole hybrids were subjected to in vitro antibacterial activity against four strains namely.Staphylococcus aureus.Bacillus subtilis,Escherichia coli,Pseudomonas aeruginosa and antifungal activity against two fungal strains namely,Aspergillus niger and Aspergillus flavus.展开更多
1,2,3-Triazoles, as one of the most significant nitrogen-containing heterocycles due to their extensive use in biology, material science and organic synthesis, have aroused great interest, 1,2,3-Triazoles are commonly...1,2,3-Triazoles, as one of the most significant nitrogen-containing heterocycles due to their extensive use in biology, material science and organic synthesis, have aroused great interest, 1,2,3-Triazoles are commonly synthe- sized by metal-catalyzed azide-alkyne cycloaddition and organocatalytic azide-carbonyl cycloaddition, which indispensably employ the toxic and potentially explosive azides. The azide-free synthetic approaches provide a powerful and straightforward alternative to the assembly of diverse 1,2,3-triazoles without the use of azides. In this review, we summarize the recent development of the construction of 1,2,3-triazoles under azide-free conditions.展开更多
1-Substituted 1,2,3-triazoles represents‘privileged’structural scaffolds of many clinical pharmaceuticals.However,the traditional methods for their preparation mainly rely on thermal[3+2]cycloaddition of potentially...1-Substituted 1,2,3-triazoles represents‘privileged’structural scaffolds of many clinical pharmaceuticals.However,the traditional methods for their preparation mainly rely on thermal[3+2]cycloaddition of potentially dangerous acetylene and azides.Here we report a base-mediated[4+1]annulation of azoalkenes generated in situ from readily available difluoroacetaldehyde N-tosylhydrazones(DFHZ-Ts)with amines under relatively mild conditions.This azide-and acetylene-free strategy provides facile access to diverse 1-substituted 1,2,3-triazole derivatives in high yield in a regiospecific manner.This transformation has great functional group tolerance and can suit a broad substrate scope.Furthermore,the application of this novel methodology in the gram-scale synthesis of an antibiotic drug PH-027 and in the late-stage derivatization of several bioactive small molecules and clinical drugs demonstrated its generality,practicability and applicability.展开更多
In this work,an effective,task specific,dicationic,podand-like ionic liquid was synthesized and applied to improve the capability features of click reaction.Moreover,to broaden the scope and decreasing the serious lim...In this work,an effective,task specific,dicationic,podand-like ionic liquid was synthesized and applied to improve the capability features of click reaction.Moreover,to broaden the scope and decreasing the serious limitations of preparation methods of organic azides,a simple green procedure for the preparation of alkyl azides,the fundamental starting materials in click reactions,from alcohols under solvent-free conditions and microwave irradiation has been reported,for the first time.展开更多
A novel Ag(Ⅰ)-catalyzed benzylic amination reaction with in situ generation of NH-1,2,3-triazoles for N^2-substituted 1,2,3 triazole scaffolds is described. This protocol is achieved with easily accessible substrate,...A novel Ag(Ⅰ)-catalyzed benzylic amination reaction with in situ generation of NH-1,2,3-triazoles for N^2-substituted 1,2,3 triazole scaffolds is described. This protocol is achieved with easily accessible substrate, broad functional group, good re gioselectivity, thus providing the efficient and practical method to diverse N^2-substituted 1,2,3-triazole rings with moderate t good yields.展开更多
Seventeen novel gem-difluoromethylene-containing 1,2,3-triazoles were synthesized by the click reaction of ethyl 2-azido-2,2-difluoroacetate and terminal alkynes in the presence of 10 mol% CuI.
A facile synthesis of 1,4-disubstituted 1,2,3-triazoles was achieved from nitrobenzenes and terminal alkynes under mild conditions. The reactions were successful for nitrobenzenes and terminal alkynes bearing various ...A facile synthesis of 1,4-disubstituted 1,2,3-triazoles was achieved from nitrobenzenes and terminal alkynes under mild conditions. The reactions were successful for nitrobenzenes and terminal alkynes bearing various functionalities, from which the 1,2,3-triazole derivatives were smoothly synthesized through a four-step one-pot sequence.展开更多
A one-pot three-component reaction of aldehydes, nitroalkanes and NaN3 for the synthesis ofNH-1,2,3-triazoles has been developed. The reaction provides a safe, efficient and step-economic approach for the synthesis of...A one-pot three-component reaction of aldehydes, nitroalkanes and NaN3 for the synthesis ofNH-1,2,3-triazoles has been developed. The reaction provides a safe, efficient and step-economic approach for the synthesis of various NH-1,2,3-triazoles in good to excellent yields.展开更多
基金supported by the National Natural Science Foundation of China (No. 20976135)
文摘Fifteen 1-（4-substituted phenyl）-4-（4-bromophenyl）-5-（halo-o-hydroxyphenyl）imino-1,2,3-triazoles were designed and synthe- sized based on rational combination of 1,2,3-triazoles and （halo）o-hydroxyphenyl group according to the superposition principle of reinforcement of biological activities. All the compounds were tested to an in vitro antimicrobial screening against M.a. and E.c.. Compounds IIe-IIo exhibited more potent antimicrobial activities against M.a. and E.c. than triclosan and fluconazole, which provided valuable information to further study of novel antimicrobial research.
文摘A series of novel thiazolidinedione-triazole hybrids were synthesized by one pot reaction between thiazolidine-2.4-dione,substituted aryl aldehydes,piopargyl bromide and substituted aryl azides using piperidine,CuSO4· 5H2O and sodium ascorbate as catalysts in PEG-400 as a highly efficient and green media.These thiazolidinedione-triazole hybrids were subjected to in vitro antibacterial activity against four strains namely.Staphylococcus aureus.Bacillus subtilis,Escherichia coli,Pseudomonas aeruginosa and antifungal activity against two fungal strains namely,Aspergillus niger and Aspergillus flavus.
基金Acknowledgement We are grateful for the financial support from the National Natural Science Foundation of China （Grant Nos. 21602202）, the Science Foundation of Zhejiang Sci-Tech University （Grant Nos. 15062092-Y, 1206820-Y and 1206821-Y） as well as the Zhejiang Provincial Top Key Academic Discipline of Chemical Engineering and Technology of Zhejiang Sci-Tech University.
文摘1,2,3-Triazoles, as one of the most significant nitrogen-containing heterocycles due to their extensive use in biology, material science and organic synthesis, have aroused great interest, 1,2,3-Triazoles are commonly synthe- sized by metal-catalyzed azide-alkyne cycloaddition and organocatalytic azide-carbonyl cycloaddition, which indispensably employ the toxic and potentially explosive azides. The azide-free synthetic approaches provide a powerful and straightforward alternative to the assembly of diverse 1,2,3-triazoles without the use of azides. In this review, we summarize the recent development of the construction of 1,2,3-triazoles under azide-free conditions.
基金supported by the National Natural Science Foundation of China(NSFC,Nos.21871043,21961130376)Department of Science and Technology of Jilin Province(Nos.20180101185JC,20190701012GH,20200801065GH)the Fundamental Research Funds for the Central Universities(Nos.2412019ZD001,2412020ZD003)。
文摘1-Substituted 1,2,3-triazoles represents‘privileged’structural scaffolds of many clinical pharmaceuticals.However,the traditional methods for their preparation mainly rely on thermal[3+2]cycloaddition of potentially dangerous acetylene and azides.Here we report a base-mediated[4+1]annulation of azoalkenes generated in situ from readily available difluoroacetaldehyde N-tosylhydrazones(DFHZ-Ts)with amines under relatively mild conditions.This azide-and acetylene-free strategy provides facile access to diverse 1-substituted 1,2,3-triazole derivatives in high yield in a regiospecific manner.This transformation has great functional group tolerance and can suit a broad substrate scope.Furthermore,the application of this novel methodology in the gram-scale synthesis of an antibiotic drug PH-027 and in the late-stage derivatization of several bioactive small molecules and clinical drugs demonstrated its generality,practicability and applicability.
基金the Shahid Chamran University of Ahvaz for its financial support(No.2013)
文摘In this work,an effective,task specific,dicationic,podand-like ionic liquid was synthesized and applied to improve the capability features of click reaction.Moreover,to broaden the scope and decreasing the serious limitations of preparation methods of organic azides,a simple green procedure for the preparation of alkyl azides,the fundamental starting materials in click reactions,from alcohols under solvent-free conditions and microwave irradiation has been reported,for the first time.
基金supported by the National Natural Science Foundation of China (21535004, 91753111, 21605097, 21775092, 21390411)the Key Research and Development Program of Shandong Province (2018YFJH0502)+1 种基金the Natural Science Foundation of Shandong Province of China (ZR2016BQ01, ZR2018JL008)the China Postdoctoral Science Foundation (2017M610442)
文摘A novel Ag(Ⅰ)-catalyzed benzylic amination reaction with in situ generation of NH-1,2,3-triazoles for N^2-substituted 1,2,3 triazole scaffolds is described. This protocol is achieved with easily accessible substrate, broad functional group, good re gioselectivity, thus providing the efficient and practical method to diverse N^2-substituted 1,2,3-triazole rings with moderate t good yields.
基金Project supported by the National Natural Science Foundation of China （No. 21072057）, the Key Project in the National Science ＆ Technology Pillar Program of China in the Twelfth Five-year Plan Period （No. 2011BAE06B05）, and the Shanghai Leading Academic Discipline Project （No. B507）.
文摘Seventeen novel gem-difluoromethylene-containing 1,2,3-triazoles were synthesized by the click reaction of ethyl 2-azido-2,2-difluoroacetate and terminal alkynes in the presence of 10 mol% CuI.
基金the National Natural Science Foundation of China (Nos. 21262020 and 51464021)the Science and Technology Planning Project of Yunnan Province (No. KKSY201207140) for the financial support
文摘A facile synthesis of 1,4-disubstituted 1,2,3-triazoles was achieved from nitrobenzenes and terminal alkynes under mild conditions. The reactions were successful for nitrobenzenes and terminal alkynes bearing various functionalities, from which the 1,2,3-triazole derivatives were smoothly synthesized through a four-step one-pot sequence.
基金Supporting information for this article is available on the WWW under http：//dx.doi.org/10.1002/cjoc. 201700367 or from the author.Acknowledgement This work was supported by the National Natural Science Foundation of China （Nos. 21622203, 21472147） and the Fund of the Shanxi Province （No. 2016JM2007）.
文摘A one-pot three-component reaction of aldehydes, nitroalkanes and NaN3 for the synthesis ofNH-1,2,3-triazoles has been developed. The reaction provides a safe, efficient and step-economic approach for the synthesis of various NH-1,2,3-triazoles in good to excellent yields.
