Academic literature on the topic 'Click chemistry; Azide-alkyne cycloaddition 1'

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Journal articles on the topic "Click chemistry; Azide-alkyne cycloaddition 1"

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Bera, Smritilekha, and Dhananjoy Mondal. "Click-Chemistry-Assisted Alteration of Glycosaminoglycans for Biological Applications." SynOpen 07, no. 02 (2023): 277–89. http://dx.doi.org/10.1055/s-0040-1720072.

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AbstractThis short review describes the assistance of click chemistry in the chemical modification of glycosaminoglycans. Through an alkyne-azide 1,3-dipolar cycloaddition reaction, the chemically and physiologically stable triazole unit connects glycosaminoglycans with other labelled or attached functionalities. The synthesized glycosaminoglycan (GAG) conjugates act as drug carriers, forming hydrogels or nanohydrogels for localized drug delivery or injectable GAGs and so on. These are used in research on antithrombotic agents, protein binding, and hepatocyte growth factors, as well as in mech
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Kore, Nitin, and Pavel Pazdera. "New Stable Cu(I) Catalyst Supported on Weakly Acidic Polyacrylate Resin for “Click” Chemistry: Synthesis of 1,2,3-Triazole and Novel Synthesis of 1,2,3-Triazol-5-amine." Current Organic Synthesis 15, no. 4 (2018): 552–65. http://dx.doi.org/10.2174/1570179415666180110152642.

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Aim and Objective: The aim of our work is to demonstrate catalytic application of our previously reported simple Cu(I) ion supported on weakly acidic polyacrylate resin for Azide-Alkyne cycloaddition (CuAAC), Azide-Nitrile cycloaddition and in synthesis of 1-azido-4-methoxybenzene. Material and Method: To investigate the catalytic ability of title Cu(I) catalyst we performed the reaction of different aryl azide with a broader spectrum of different terminal alkyne and nitrile compounds. Results: The title supported Cu(I) catalyzes cycloaddition reactions of aryl azide with aliphatic, aromatic,
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Svete, Jurij, Uroš Grošelj, Franc Požgan, and Bogdan Štefane. "Copper-Catalyzed Azomethine Imine–Alkyne Cycloadditions (CuAIAC)." Synthesis 50, no. 23 (2018): 4501–24. http://dx.doi.org/10.1055/s-0037-1610284.

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Although the first example of copper-catalyzed azomethine imine–alkyne cycloaddition (CuAIAC) was published only a year after the seminal papers of Meldal and Sharpless on Cu-catalyzed azide–alkyne cycloaddition (CuAAC), the CuAIAC reaction has remained overlooked by the synthetic community for almost a decade. Since 2010, however, CuAIAC reaction started to emerge as a promising supplement to the well-known CuAAC reaction. The present review surveys primarily the literature on CuAIAC reaction since 2003. Beside this, azomethine imine–alkyne cycloadditions catalyzed by other metals, selected e
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Rakotoarivelo, Nambinina V., Ennaji Najahi, and Pierre Perio. "ISOINDOLINOTRIAZOLE DERIVATIVES: SYNTHESIS BY THE AZIDE-ALKYNE CYCLOADDITION CLICK CHEMISTRY." JOURNAL OF ADVANCES IN CHEMISTRY 10, no. 7 (2014): 2937–43. http://dx.doi.org/10.24297/jac.v10i7.6797.

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A novel series of isoindolinotriazole derivatives with different substituents in the triazole moiety were synthesized via copper-catalyzed cycloaddition (CuAAC) click chemistry between 2-(meta- or para-ethynylphenyl)-4,6-dimethoxyisoindolin-1-ones and several azides. The synthesized triazoles were characterized by IR, 1H NMR, 13C NMR and mass spectral techniques.
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Szafrański, Przemysław W., Patryk Kasza, Mariusz Kępczyński, and Marek T. Cegła. "Fluorescent 1,2,3-triazole derivative of 3′-deoxy-3-azidothymidine: synthesis and absorption/emission spectra." Heterocyclic Communications 21, no. 5 (2015): 263–67. http://dx.doi.org/10.1515/hc-2015-0195.

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Abstract3′-Deoxy-3-azidothymidine (AZT, zidovudine) is a nucleoside-analog reverse transcriptase inhibitor, successfully used against the human immunodeficiency virus (HIV). Its structure contains an azide function, which makes it a useful substrate for 1,2,3-triazole synthesis, using the copper-catalyzed azide-alkyne cycloaddition, the flagship reaction of ‘click chemistry’. Herein we present the synthesis and spectral characterization of its 1,2,3-triazole derivative containing a fluorenylmethyloxycarbonyl (fmoc) fluorescent fragment. The preparation and characteristics of a novel fluorescen
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Gasser, Gilles, Anna M. Sosniak, Anna Leonidova, Henrik Braband, and Nils Metzler-Nolte. "Towards the Preparation of Novel Re/99mTc Tricarbonyl-Containing Peptide Nucleic Acid Bioconjugates." Australian Journal of Chemistry 64, no. 3 (2011): 265. http://dx.doi.org/10.1071/ch11010.

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A novel azido derivative of the di-(2-picolyl)amide (Dpam) ligand, namely 3-azido-N,N-bis-pyridin-2-ylmethyl-propionamide (3), was prepared from 3-bromo-N,N-bis(pyridin-2-ylmethyl)propanamide (2) with an excess of sodium azide in DMSO. 3 was then reacted, by CuI-catalyzed [3 + 2] cycloaddition (often referred to as ‘Click Chemistry’), with the previously reported alkyne-containing peptide nucleic acid (PNA) monomer Fmoc-1-OtBu to give the Dpam-containing PNA monomer (Fmoc-4-OtBu) in 44% yield. It was also demonstrated that 3 could be reacted by Click Chemistry, on the solid phase, to an alkyne
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Novakova, Veronika, Kamil Kopecky, Miroslav Miletin, Jana Ivincova, and Petr Zimcik. "Photodynamically active phthalocyanine building blocks for click chemistry." Journal of Porphyrins and Phthalocyanines 15, no. 09n10 (2011): 1062–69. http://dx.doi.org/10.1142/s1088424611003987.

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Synthesis of symmetrical and unsymmetrical zinc phthalocyanines from two different precursors 4,5-bis(tert-butylsulfanyl)phthalonitrile (A) and N-(3-azidopropyl)-2,3-dicyanoquinoxaline-6-carboxamide (B) is described. Congeners of AAAA, AAAB, ABAB and AABB type were isolated by a chromatographic technique, however, the congener of BBBB type had to be prepared in a separate reaction. The adjacent and opposite isomers were also separated and fully characterized. Isolated phthalocyanines contained different number of azide groups, a substrate for highly efficient Cu(I) -catalyzed azide-alkyne 1,3-
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Bahsis, Lahoucine, Meryem Hrimla, Hicham Ben El Ayouchia, Hafid Anane, Miguel Julve, and Salah-Eddine Stiriba. "2-Aminobenzothiazole-Containing Copper(II) Complex as Catalyst in Click Chemistry: An Experimental and Theoretical Study." Catalysts 10, no. 7 (2020): 776. http://dx.doi.org/10.3390/catal10070776.

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The reaction of copper(II) acetate with the 2-aminobenzothiazole (abt) heterocycle affords the new copper(II) complex of formula [Cu(abt)2(OOCCH3)2] (1) in a straightforward manner. Compound 1 served as a precatalyst for azide/alkyne cycloaddition reactions (CuAAC) in water, leading to 1,4-disubstituted-1,2,3-triazole derivatives in a regioselective manner and with excellent yields at room temperature. The main advantages of the coordination of such a heterocyclic ligand in 1 are its strong σ-donating ability (N-Cu), nontoxicity and biological properties. In addition, the click chemistry react
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Dolan, Ciarán, Briar Naysmith, Simon F. R. Hinkley, et al. "Synthesis of Novel Triazole-Containing Phosphonate Polymers." Australian Journal of Chemistry 68, no. 4 (2015): 680. http://dx.doi.org/10.1071/ch14513.

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The objective of this research was to develop novel phosphonate-containing polymers as they remain a relatively under researched area of polymer chemistry. Herein, we report the synthesis and characterization of 2-(1-(2-(diethoxyphosphoryl)ethyl)-1H-1,2,3-triazol-4-yl)ethyl acrylate (M1) and diethyl (2-(4-(2-acrylamidoethyl)-1H-1,2,3-triazol-1-yl)ethyl)phosphonate (M2) monomers using the copper-catalyzed azide–alkyne cycloaddition (CuAAC) ‘click’ reaction, and their subsequent polymerization via both uncontrolled and reversible addition–fragmentation chain transfer (RAFT) polymerization techni
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Saraiva, Nuno M., Ana Alves, Ana Isabel Barbosa, et al. "Click on Click: Click-Flavone Glycosides Encapsulated in Click-Functionalised Polymersomes for Glioblastoma Therapy." Pharmaceutics 17, no. 6 (2025): 771. https://doi.org/10.3390/pharmaceutics17060771.

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In this study, three new 3,7-dihydroxyflavone (1) derivatives with different sugars were designed and synthesised by click chemistry. Click chemistry requires the previously modification of building blocks with azide and alkyne groups and therefore, the 3,7-dihydroxyflavone (1) was first converted in 3,7-(prop-2-yn-yloxy)flavone (2) and acetobromo-α-D-glucose (3) was converted into 2,3,4,6-tetra-O-acetyl-β-glucopyranosyl azide (4). Subsequently, a click reaction was performed via copper-catalysed cycloaddition (CuAAC) between 2 and 4, as well as between 2 and 2-acetamido-3,4,6-tetra-O-acetyl-2
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Dissertations / Theses on the topic "Click chemistry; Azide-alkyne cycloaddition 1"

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Beveridge, Jennifer Marie. "Copper(I)-catalyzed azide-alkyne cycloaddition with membrane bound lipid substrates." Thesis, Georgia Institute of Technology, 2015. http://hdl.handle.net/1853/53594.

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The bioorthogonal copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction exhibits complex but well-defined kinetics in aqueous and organic solution for soluble azides, alkynes, and ligand-bound copper(I). The kinetic profile in two dimensions, however, for CuAAC systems within a lipid bilayer membrane, has yet to be defined. The effect of triazole formation with lipid membrane-bound components on membrane properties such as fluidity and permeability is also of interest. Azide- and alkyne-functionalized lysolipids were synthesized and incorporated into non-fluid vesicles, which were th
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Torrisi, Elena. "Intramolecular 1,3 dipolar cycloaddition: a powerful tool to synthetize fused heterocycles." Doctoral thesis, Urbino, 2021. http://hdl.handle.net/11576/2689496.

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Wang, Huifeng. "Molecular Mass Dependent Mechanical Properties of Metal-free Click Hydrogels." University of Akron / OhioLINK, 2015. http://rave.ohiolink.edu/etdc/view?acc_num=akron1427901118.

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Okabayashi, Yohei. "Synthesis of azide- and alkyne-terminated alkane thiols and evaluation of their application in Huisgen 1,3-dipolar cycloaddition ("click") reactions on gold surfaces." Thesis, Department of Physics, Chemistry and Biology, 2009. http://urn.kb.se/resolve?urn=urn:nbn:se:liu:diva-20559.

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<p>Immobilization of different bio- and organic molecules on solid supports is fundamental within many areas of science. Sometimes, it is desirable to obtain a directed orientation of the molecule in the immobilized state. In this thesis, the copper (I) catalyzed Huisgen 1,3-dipolar cycloaddition, referred to as a “click chemistry” reaction, was explored as a means to perform directed immobilization of small molecule ligands on gold surfaces. The aim was to synthesize alkyne- and azide-terminated alkanethiols that would form well-organized self assembled monolayers (SAMs) on gold from the comm
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Decan, Matthew. "The Copper(I)-catalyzed Azide–Alkyne Cycloaddition: A Modular Approach to Synthesis and Single-Molecule Spectroscopy Investigation into Heterogeneous Catalysis." Thesis, Université d'Ottawa / University of Ottawa, 2014. http://hdl.handle.net/10393/31882.

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Click chemistry is a molecular synthesis strategy based on reliable, highly selective reactions with thermodynamic driving forces typically in excess of 20 kcal mol-1. The 1,3-dipolar cycloaddition of azides and alkynes developed by Rolf Huisgen saw dramatic rate acceleration using Cu(I) as a catalyst in 2002 reports by Barry Sharpless and Morten Meldal enabling its click chemistry eligibility. Since these seminal reports, the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) has become the quintessential click reaction finding diverse utility. The popularity of the CuAAC has naturally l
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Baboo, Sabyasachi. "Nuclear translation." Thesis, University of Oxford, 2012. http://ora.ox.ac.uk/objects/uuid:5266f049-d576-44fd-ab26-11cf7a27f678.

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In bacteria, protein synthesis can occur tightly coupled to transcription. In eukaryotes, it is believed that translation occurs solely in the cytoplasm; I test whether some occurs in nuclei and find: (1) L-azidohomoalanine (Aha) – a methionine analogue (detected by microscopy after attaching a fluorescent tag using ‘click’ chemistry) – is incorporated within 5 s into nuclei in a process sensitive to the translation inhibitor, anisomycin. (2) Puromycin – another inhibitor that end-labels nascent peptides (detected by immuno-fluorescence) – is similarly incorporated in a manner sensitive to a t
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Prince, Ashleigh Lauren. "Homogeneous and Heterogeneous Approaches to 1,2,4-Triazine-Accelerated Copper-Catalyzed Azide-Alkyne Cycloadditions." 2011. http://trace.tennessee.edu/utk_graddiss/1117.

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Over the last decade, the domain of click chemistry has grown exponentially and has significantly impacted the fields of organic synthesis, medicinal chemistry, molecular biology, and materials science. The ideal model of a click reaction has become the copper-catalyzed azide-alkyne cycloaddition (CuAAC). Inherent limitations of CuAAC, including high temperatures, long reaction times, and difficult purifications, have been minimized by the development of nitrogen-based ligands. Herein, we present a novel application of 1,2,4-triazines by investigating their use as accelerants for CuAAC. A d
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"Star And Cyclic Shaped Macromolecular Architectures Prepared Using Copper-catalyzed Azide-alkyne Cycloaddition: Synthesis, Purification And Characterization." Tulane University, 2015.

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The use of advanced functional polymer materials has gained an enormous impact during the past decades. Due to the fact that the physical properties of macromolecules are inherently dependent on their structure and connectivity on the nanoscale, precisely control over polymer architecture has been a longstanding goal for polymer chemists. The recent development of copper catalyzed azide-alkyne click chemistry provides a nearly quantitatively tool for macromolecular coupling. Through the combination of living polymerization and click chemistry, novel complex polymer architectures can be readily
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Ricardo, Carolynne Lacar. "Synthesis of Functionalized Organic Molecules Using Copper Catalyzed Cyclopropanation, Atom Transfer Radical Reactions and Sequential Azide-Alkyne Cycloaddition." 2011. http://digital.library.duq.edu/u?/etd,154088.

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Copper-catalyzed regeneration in atom transfer radical addition (ATRA) utilizes reducing agents, which continuously regenerate the activator (CuI) from the deactivator (CuII) species. This technique was originally found for mechanistically similar atom transfer radical polymerization (ATRP) and its application in ATRA and ATRC has allowed significant reduction of catalyst loadings to ppm amounts. In order to broaden the synthetic utility of in situ catalyst regeneration technique, this was applied in copper-catalyzed atom transfer radical cascade reaction in the presence of free radical diazo
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MANZI, GIULIANA. "New riboflavin-conjugated biopolymers via click chemistry: synthesis, characterization and nanotechnological applications." Doctoral thesis, 2017. http://hdl.handle.net/11573/946382.

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The development of Nano Drug Delivery Systems (NDDS) is a promising approach for developing intelligent therapeutic systems, which will bring significant advances in the diagnosis and treatment of disease, with the challenges to maximize therapeutic activity and to minimize undesirable side effects. The aim of this thesis was focused on the design of two kind of self-assembled nanocarrier for the delivery of hydrophobic drugs: Hyaluronan based nanohydrogel and pNIPAAm based micelles that both show hydrophobic internal domains and a surrounding hydrophilic shell. To achieve such self-assemb
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Book chapters on the topic "Click chemistry; Azide-alkyne cycloaddition 1"

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Kern, Michael, and Sébastien Ferreira-Cerca. "Differential Translation Activity Analysis Using Bioorthogonal Noncanonical Amino Acid Tagging (BONCAT) in Archaea." In Ribosome Biogenesis. Springer US, 2022. http://dx.doi.org/10.1007/978-1-0716-2501-9_14.

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AbstractThe study of protein production and degradation in a quantitative and time-dependent manner is a major challenge to better understand cellular physiological response. Among available technologies bioorthogonal noncanonical amino acid tagging (BONCAT) is an efficient approach allowing for time-dependent labeling of proteins through the incorporation of chemically reactive noncanonical amino acids like l-azidohomoalanine (L-AHA). The azide-containing amino-acid derivative enables a highly efficient and specific reaction termed click chemistry, whereby the azide group of the L-AHA reacts
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Spruell, Jason M. "A One-Pot Synthesis of Constitutionally Unsymmetrical Rotaxanes Using Sequential Cu(I)-Catalyzed Azide–Alkyne Cycloadditions." In The Power of Click Chemistry for Molecular Machines and Surface Patterning. Springer New York, 2011. http://dx.doi.org/10.1007/978-1-4419-9647-3_3.

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Aflak, Noura, Lahoucine Bahsis, Miguel Julve, and Salah-Eddine Stiriba. "Copper-Catalyzed Azide-Alkyne Cycloaddition Click Reaction: Mechanistic and Synthetic Aspects." In Click Chemistry. CRC Press, 2024. http://dx.doi.org/10.1201/9781003403340-6.

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García-Álvarez, Joaquín, and José Gimeno. "“Click” Copper Catalyzed Azide-Alkyne Cycloaddition (CUAAC) in Aqueous Medium." In Advances in Organometallic Chemistry and Catalysis. John Wiley & Sons, Inc., 2013. http://dx.doi.org/10.1002/9781118742952.ch15.

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Lecomte, Philippe, Raphael Riva, and Christine Jerome. "Synthesis of Functionalized Aliphatic Polyesters by the “Click” Copper-Catalyzed Alkyne—Azide Cycloaddition." In NATO Science for Peace and Security Series A: Chemistry and Biology. Springer Netherlands, 2009. http://dx.doi.org/10.1007/978-90-481-3278-2_5.

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Rosenthal, Malte, Franziska Pfeiffer, and Günter Mayer. "Copper-Catalyzed Alkyne-Azide Cycloaddition on the Solid Phase for the Preparation of Fully Click-Modified Nucleic Acids." In Methods in Molecular Biology. Springer New York, 2019. http://dx.doi.org/10.1007/978-1-4939-9216-4_11.

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Dai, Chuankai, Rachel J. Stephenson, Mariusz Skwarczynski, and Istvan Toth. "Application of Fmoc-SPPS, Thiol-Maleimide Conjugation, and Copper(I)-Catalyzed Alkyne-Azide Cycloaddition “Click” Reaction in the Synthesis of a Complex Peptide-Based Vaccine Candidate Against Group A Streptococcus." In Methods in Molecular Biology. Springer US, 2019. http://dx.doi.org/10.1007/978-1-0716-0227-0_2.

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Paterson, A. J., T. Beke-Somfai, and N. Kann. "3 Ruthenium-Catalyzed Azide–Alkyne Cycloaddition (RuAAC)." In Click Chemistry. Georg Thieme Verlag KG, 2022. http://dx.doi.org/10.1055/sos-sd-235-00118.

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Ragin Ramdas, M., and K. S. Santhosh Kumar. "Azide–Alkyne Click Chemistry and Multifunctional Polymers." In Click Chemistry in Polymer Science. Royal Society of Chemistry, 2024. http://dx.doi.org/10.1039/9781839169885-00024.

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“Click Chemistry” is a term that was first used by K. B. Sharpless in 2001 to refer to reactions that have high yield and broad scope, only produce byproducts that can be removed without the use of chromatography, are regio-specific and simple to perform, and can be carried out in solvents that can be removed easily or that are benign. Azide–alkyne cycloaddition, thiol–ene, thiol–yne, and Diels–Alder are leading chemistries belonging to the class of click chemistry. However, the above “click” conditions are also fulfilled by other known reactions, such as nucleophilic ring-opening reactions of
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Harris, T., and I. V. Alabugin. "4.1 Strain-Promoted Azide–Alkyne Cycloaddition (SPAAC): Background, Substrate Preparation, and Reactivity." In Click Chemistry. Georg Thieme Verlag KG, 2022. http://dx.doi.org/10.1055/sos-sd-235-00143.

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Conference papers on the topic "Click chemistry; Azide-alkyne cycloaddition 1"

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Ullah, Aman, Huiqi Wang, and Rehan Pradhan. "Lipid Derived Block Copolymers as Amphiphilic Nanocarriers for Targeted Delivery." In 2022 AOCS Annual Meeting & Expo. American Oil Chemists' Society (AOCS), 2022. http://dx.doi.org/10.21748/bfgi9101.

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Amphiphilic thermoresponsive block copolymers and ABA type PEG-Lipid conjugated macromolecules have been synthesized using microwave-assisted reversible addition-fragmentation chain transfer (RAFT) polymerization and the copper-catalyzed azide-alkyne cycloaddition, commonly termed “click chemistry”, respectively. Characterization of the block copolymers and conjugates has been carried out with the help of 1H-NMR, FTIR and GPC. These copolymers and conjugates were evaluated for the encapsulation and release of drugs. Carbamazepine, an anticonvulsant drug with poor water solubility was selected
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Bilan, Dmitri, Sergiu Cojocari, Natalia Sucman, Eughenia Stingaci, and Fliur Macaev. "Transforming the five-membered ring d in a pregnenolone derivative into a six-membered ring through skeletal rearrangement." In Scientific seminar with international participation "New frontiers in natural product chemistry". Institute of Chemistry, Republic of Moldova, 2023. http://dx.doi.org/10.19261/nfnpc.2023.ab22.

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In pursuit of obtaining steroid derivatives containing a triazole moiety in their structure, a series of reactions was conducted (Figure 1). In these reactions, an intermediate compound was the corresponding azide 3, which was subsequently involved in a reaction with the required alkyne to form a 1,2,3-triazole. In click chemistry reactions, it is well-known that catalysts are one-valent copper salts, which can be generated in situ from copper(II) salts. However, the NMR spectra of the main product, isolated from the reaction mass, did not match the expected results.Figure 1. The procedure for
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