共查询到20条相似文献,搜索用时 15 毫秒
1.
Manoj Gaur Mayurika Goel L. Sridhar Tara Devi S. Ashok S. Prabhakar P. Dureja P. Raghunathan S. V. Eswaran 《Monatshefte für Chemie / Chemical Monthly》2012,44(15):283-288
Abstract
Click chemistry was used to synthesize a series of biaryl-based bis(1,2,3-triazoles). Their antifungal activity was evaluated against three soil-borne plant pathogenic fungi, viz. Rhizoctonia bataticola, Sclerotium rolfsii, and Fusarium oxysporum, using the food poison technique at concentrations of 62.5–500 μg/cm3. 相似文献2.
Na-Na Su Yao Li Shu-Jing Yu Xiao Zhang Xing-Hai Liu Wei-Guang Zhao 《Research on Chemical Intermediates》2013,39(2):759-766
Five mandipropamid analogues were designed and synthesized via “click chemistry”. The phenyl ring of mandipropamid was substituted by a 1,2,3-triazole functional group. Bioassay results indicated that some of the title compounds had moderate fungicidal activity. 相似文献
3.
The reaction of α-tosyloxy ketones, sodium azide, and terminal alkynes in presence of copper(I) in aqueous polyethylene glycol afforded regioselectively 1,4-disubstituted 1,2,3-triazoles in good yield at ambient temperature. The one-pot exclusive formation of 1,4-disubstituted 1,2,3-triazoles involves in situ formation of α-azido ketones, followed by cycloaddition reaction with terminal alkyne. The generality of this one-pot method was demonstrated by synthesizing an array of diverse 1,4-disubstituted 1,2,3-triazoles. 相似文献
4.
One-pot syntheses of 1,2,3-triazoles containing a pentafluorosulfanylalkyl group via click chemistry
1,4-Disubstituted 1,2,3-triazoles containing a pentafluorosulfanylalkyl group were synthesized in good to excellent yields (57-91%) by the click cycloadditions of in situ generated SF5-alkyl azides with aromatic and aliphatic alkynes. Nucleophilic substitution of the SF5 group was observed for the first time in a bench-top reaction. 相似文献
5.
I. D. Kosenko I. A. Lobanova L. A. Chekulaeva I. A. Godovikov V. I. Bregadze 《Russian Chemical Bulletin》2013,62(2):497-503
An approach to the synthesis of new 1,4-disubstituted 1,2,3-triazoles, in which one or both substituents contain the cobalt bis(1,2-dicarbollide) fragment, was suggested based on the 1,3-dipolar cycloaddition of azides to alkynes catalyzed by copper(I) compounds. The reaction of cobalt bis(1,2-dicarbollide) azido derivatives with different terminal acetylenes led to 1,2,3-triazoles with the [((CH2)2X(CH2)2O-C2B9H10)Co(C2B9H11)] (X = O or CH2) substituent at position 1 and the organic substituent at position 4. The [3+2] cycloaddition reaction of cobalt bis(1,2-dicarbollide) alkynyl derivatives with methyl azidoacetate furnished isomeric 1,4-disubstituted 1,2,3-triazoles with the metallacarborane fragment at position 4. 1,2,3-Triazole with metallacarborane substituents at positions 1 and 4 containing 36 boron atoms was also synthesized. 相似文献
6.
Hélio A. Stefani Nathália C.S. Silva Flávia Manarin Diogo S. Lüdtke Julio Zukerman-Schpector Lucas Sousa Madureira Edward R.T. Tiekink 《Tetrahedron letters》2012,53(14):1742-1747
We have developed an efficient method for the synthesis of functionalized C-glycosyl 1,2,3-triazoles through a Cu(I)-promoted azide–alkyne 1,3-dipolar cycloaddition between a TMS-protected C-alkynyl-glycoside and organic azides. The reaction was accelerated by ultrasound irradiation and the addition of a base was not necessary to obtain the 1,2,3-triazole product. Moreover, further manipulation of the products led to chiral molecules with a C-glycoside linkage. 相似文献
7.
A microwave-assisted click chemistry synthesis of 1,4-disubstituted 1,2,3-triazoles via a copper(I)-catalyzed three-component reaction 总被引:4,自引:0,他引:4
A microwave-assisted three-component reaction was used to prepare a series of 1,4-disubstituted-1,2,3-triazoles from corresponding alkyl halides, sodium azide, and alkynes. This procedure eliminates the need to handle organic azides, as they are generated in situ, making this already powerful click process even more user-friendly and safe. 相似文献
8.
Thibault RJ Takizawa K Lowenheilm P Helms B Mynar JL Fréchet JM Hawker CJ 《Journal of the American Chemical Society》2006,128(37):12084-12085
Using facile, highly modular synthetic approaches, a new monomer family based on a 1,2,3-triazole-4-vinyl building block has been prepared, and various functional derivatives have been obtained. Subsequent homo- and copolymerization of these novel functionalized monomers gives polymeric materials with unique physical properties, combining many attractive features of more traditional monomers, such as styrene, vinylpyridine, and meth/acrylates. 相似文献
9.
L. I. Vereschagin F. A. Pokatilov V. N. Kizhnyaev 《Chemistry of Heterocyclic Compounds》2008,44(1):1-19
Published data on methods for the synthesis of substituted 4(5)-nitro-1,2,3-triazoles and their properties are reviewed.
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 3–25, January, 2008. 相似文献
10.
11.
Gokhan Acik Cagatay Altinkok Mehmet Atilla Tasdelen 《Journal of polymer science. Part A, Polymer chemistry》2018,56(22):2595-2601
The syntheses of polypropylene-graft-poly(l -lactide) copolymers (PP-g-PLAs) via copper (I)-catalyzed azide-alkyne cycloaddition “click” reaction (CuAAC) using azide side-chain functionalized polypropylene (PP-N3) and alkyne end-functionalized poly(l -lactide) (PLA-Alkyne) were reported. The CuAAC was then applied to azide and different feeding ratios of alkyne functional polymers to give PP-g-PLAs that were characterized by FTIR, 1H-NMR, GPC, DSC, and WCA measurements. The CuAAC click reaction was achieved by two different feeding ratio (PP-N3:PLA-Alkyne = 1:5 and 1:10) and thermal, biodegradable, and surface properties of obtained graft copolymers were investigated. The molar ratio of PLA were calculated as 72.7 (PP-g-PLA-1) and 78.4% (PP-g-PLA-2) by 1H-NMR spectroscopy. The water contact angle (WCA) values of PP-g-PLA-1 (81o ± 1.3) and PP-g-PLA-2 (75o ± 1.6) copolymers were compared with commercial chlorinated polypropylene (PP-Cl) (90o ± 1.0), suggesting a more hydrophilic nature of desired graft copolymers produced. Conversely, the enzymatic biodegradation studies revealed that the weight losses of graft copolymers were determined as 13.6 and 22.1%, which is about 4% for commercial PP-Cl sample. Thus, it was clear that this simple and facile method was effective in promoting biodegradation of commercial polypropylene and attractive particularly for worldwide environmental remediation goals. © 2018 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2018 , 56, 2595–2601 相似文献
12.
Neha Batra Vinoth Rajendran Ishan Wadi Ankit Lathwal Roshan Kumar Dutta Prahlad C. Ghosh Rinkoo D. Gupta Mahendra Nath 《Journal of heterocyclic chemistry》2020,57(4):1625-1636
A series of benzenesulfonamide-appended [1,2,3]-triazole hybrids was synthesized by using [3 + 2] cycloaddition of primary, secondary, and tertiary sulfonamide azides with various phenoxymethylacetylenes under click reaction conditions. After structural characterization, the compounds were subjected to in-silico absorption, distribution, metabolism, excretion and toxicity (ADMET) screening to evaluate their drug-likeness and other pharmacokinetic parameters. Furthermore, their in vitro antiplasmodial potential was assessed against Plasmodium falciparum (3D7) strain, and some of the synthesized compounds displayed promising antimalarial potency. On cytotoxicity evaluation using MTT cell viability assay, the most active candidate N-(4,6-dimethylpyridin-2-yl)-4-(4-(4-nitrophenoxy)methyl)-1H-[1,2,3]-triazol-1-yl)benzenesulfonamide ( 14 ; IC50 6.2 μg/mL) demonstrated CC50 7.5 μg/mL against human hepatocarcinoma (HUH-7) cells. 相似文献
13.
C. P. Kaushik Raj Luxmi Mukesh Kumar Dharmendra Singh Krishan Kumar Ashima Pahwa 《合成通讯》2019,49(1):118-128
A library of twenty five 1,2,3-triazoles bridged with amine-amide functionalities have been synthesized from reaction of N-substituted(prop-2-yn-1-yl)amines (2a–2e), 2-bromo-N-arylacetamides (4a–4e) and sodium azide through copper(I)-catalyzed alkyne-azide cycloaddition. The synthesized compounds were characterized by using FTIR, 1H NMR, 13C NMR, and HRMS techniques. The structures of synthesized 5a (CCDC 1569245) and 5h (CCDC 1569249) were also confirmed by X-ray crystallography. Antifungal evaluation of newly synthesized triazoles was carried out against – Candida albicans and Aspergillus niger. Biological screening of synthesized 1,2,3-triazoles revealed moderate to good antifungal activity against tested strains. 相似文献
14.
A. V. Maksikova E. S. Serebryakova L. G. Tikhonova L. I. Vereshchagin 《Chemistry of Heterocyclic Compounds》1980,16(12):1284-1285
An in situ method for the synthesis of 1-alkyl-4(5)-hydroxymethyl-1,2,3-triazoles by the action of acetylenic alcohols with alkyl azides as the latter are formed from sodium azide and alkyl halides in dimethylformamide is proposed.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1688–1689, December, 1980. 相似文献
15.
E. A. Shafran V. A. Bakulev Yu. A. Rozin Yu. M. Shafran 《Chemistry of Heterocyclic Compounds》2008,44(9):1040-1069
Methods for the synthesis of condensed 1,2,3-triazoles, including mesoionic compounds, in the literature up to 2007 inclusively
are presented. They are classified according to the method by which the molecular skeleton is formed. Mesoionic condensed
compounds of the 1,2,3-triazole series are examined separately.
Dedicated to Academician Boris Aleksandrovich Trofimov on his seventieth jubilee.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1295–1330, September, 2008. 相似文献
16.
Amy H. Yap 《Tetrahedron letters》2006,47(18):3035-3038
β-Tosylethylazide (TSE-N3), which can be prepared in one step from p-tolyl vinyl sulfone and sodium azide/H2SO4, undergoes metal-catalyzed 1,3-dipolar cycloadditions with alkynes to produce TSE-protected 1,2,3-triazoles. The protecting group can be removed using potassium tert-butoxide in THF at −78 to 0 °C. 相似文献
17.
A copper-catalyzed aerobic oxidative CN bond cleavage reaction was developed for the synthesis of 4-substituted-NH-1,2,3-triazoles. Diverse β-ketotriazoles derivatives, which are the starting materials for the aerobic oxidative CN bond cleavage reaction, were prepared from nine aryl and seven alkyl alkynes and α-azidoacetophenone by a copper(I)-catalyzed [3 + 2]cycloaddition reaction. The aerobic oxidation of α-(1,2,3-triazol-1-yl)acetophenones using a catalytic amount of copper(II) acetate in the presence oxygen under neutral conditions gave the title compounds in high yield. 相似文献
18.
Sunitha V. Kishore Kumar A. Shankar B. Anil Kumar A. Krishna T. M. Lincoln Ch. A. Pochampalli J. 《Russian Journal of General Chemistry》2017,87(2):322-330
In the present study, a series of novel {6-[(1H-1,2,3-triazol-4-yl)methoxy]-3-methylbenzofuran-2-yl}(phenyl)methanones (7a–7o) have been synthesized using click chemistry approach. The structures of all newly synthesized compounds were characterized by FT-IR, 1H and 13C NMR, and MASS spectral data. Most of products demonstrated high antimicrobial activity.
相似文献19.
Alan R. Katritzky Yuming Song Rajeev Sakhuja Reena Gyanda Nabin K. Meher Ling Wang Randolph S. Duran David A. Ciaramitaro Clifford D. Bedford 《Journal of polymer science. Part A, Polymer chemistry》2009,47(15):3748-3756
Second‐, third‐, and fourth‐generation hyperbranched aliphatic polyols namely Boltorn® H20, Boltorn H30, and Boltorn H40 were endcapped with azido and activated acetylenic groups in good to excellent yields (75–95%) following an acid catalyzed procedure. The resultant terminally functionalized dendritic azido and acetylenic groups undergo 1,3‐dipolar cycloaddition using methyl (or ethyl) propiolate and benzyl azide, respectively, under catalytic or noncatalytic conditions below 40 °C to yield 1,2,3‐triazole dendrimeric polymers in 82–95% yield, under extremely mild conditions that could be applied for compounds sensitive to acid, base, or heat. The dendritic azido and activated acetylenic derivatives may act as novel scaffolds to tune the mechanical properties of different polymers. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 3748–3756, 2009 相似文献
20.
Bis(1,2,3-triazole)s have attracted recent interest as coordinating ligands for transition metals. Here we report a rapid, modular method for the synthesis of 1,1'-disubstituted-4,4'-linked unsymmetrical bis(1,2,3-triazole)s. The method employs sequential copper catalyzed azide-alkyne cycloaddition and deprotection steps on a monosilylbutadiyne. TMS (trimethylsilyl) and TIPS (triisopropylsilyl) were both investigated with TIPS being the preferred protecting group due to increased stability. The reactions were amenable to one-pot synthesis, and an optimized one-pot, three-step procedure was developed. 相似文献