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2015
DOI: 10.1016/j.tetlet.2015.09.110
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A new water-soluble ligand for efficient copper-catalyzed Huisgen cycloaddition of aliphatic azides and alkynes

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Cited by 20 publications
(12 citation statements)
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“…trans-2-Azidocyclohexanol and benzyl azide were prepared using literature procedures, from cyclohexene oxide [16] and benzyl bromide [17], respectively. AMTC (the catalytic ligand for copper-catalyzed azide-alkyne cycloaddition), was prepared according to a procedure developed by our group [15].…”
Section: Methodsmentioning
confidence: 99%
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“…trans-2-Azidocyclohexanol and benzyl azide were prepared using literature procedures, from cyclohexene oxide [16] and benzyl bromide [17], respectively. AMTC (the catalytic ligand for copper-catalyzed azide-alkyne cycloaddition), was prepared according to a procedure developed by our group [15].…”
Section: Methodsmentioning
confidence: 99%
“…The synthesis of a novel alkyne-containing fluorescent probe, 9H-fluoren-9-ylmethyl prop-2-yn-1-yl carbonate (propargyl-fmoc) and its copper-catalyzed cycloaddition reactions with two model azides, trans-2-azidocyclohexanol, and benzyl azide, are also described. For these reactions, a ligand-assisted protocol, using 2-{4-[(dimethylamino) methyl]-1,2,3-triazol-1-yl}cyclohexan-1-ol (AMTC) as a copper-stabilizing ligand, developed in our research group, was applied [15] and additional solvent composition studies were performed to develop an efficient cycloaddition procedure for propargyl-fmoc (1) and zidovudine. 9H-Fluoren-9-ylmethyl prop-2-yn-1-yl carbonate ( propargyl-fmoc, 1) was efficiently prepared from fmocchloride and propargyl alcohol (Scheme 1).…”
mentioning
confidence: 99%
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“…5 mg of catalyst was chosen as the best amount of catalyst according to high yield. We have also investigated the catalytic performances of the catalyst in various solvents such as toluene, CH 3 [4][5][6][7][8]. Therefore, propanol was utilized as the best solvent.…”
Section: Catalytic Effectsmentioning
confidence: 99%
“…1,3-cycloaddition reactions of terminal azides with monosubstituted alkynes as well as three component coupling reaction of aldehyde, alkyne and amine to respectively form a wide range of 1,2,3-triazoles and propargylamines are among the most crucial synthetic transformations in chemistry. [1][2][3][4][5] This reaction has arguably become one of the most powerful synthetic methods to prepare a wide range of 1,2,3-triazoles and propargylamines as heterocyclic molecules, which can then serve as building blocks and/or intermediates for various drugs, energetic binders, pharmaceuticals, and biodegradable polymers. [6][7][8][9][10] One of the most active research areas in nanoscience, nanotechnology and advanced materials is the synthesis of functional magnetic nanoparticles (MNPs) which can easily be separated and recycled from the reaction solutions by an external magnet.…”
Section: Introductionmentioning
confidence: 99%