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Azide Alkyne Cycloaddition
The reactivity of the azide group linked to furfural is tested via the efficient preparation of a broad range of furfural-containing triazoles in good to excellent yields using a ‘green’ copper(I)-catalyzed azide–alkyne cycloaddition procedure.
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Here, we present a straightforward synthesis of α-Ba, ω-TAP functionalized polymers, Ba-PnBuA-TAP (Ba: barbiturate, PnBuA: poly(n-butyl acrylate), TAP: 2,4,6-triaminopyrimidine), via the combination of an activator generated by the electron transfer atom transfer radical polymerization (AGET ATRP) process and copper-catalyzed azide–alkyne cycloaddition (CuAAC) click reaction.
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In addition, the residual isocyano (–NC) groups on the obtained polymer (P2-3) were utilized to bind with CuCl, and the resulting polymer/metal complex (P2-3-CuCl) can be applied as an efficient heterogeneous catalyst for an azide–alkyne cycloaddition reaction in air.
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The H-cardanol triazole zinc porphyrin conjugate (HTZPC) was synthesized through applying a copper(I) catalyzed azide–alkyne cycloaddition (CuAAC) reaction between a H-cardanol derived azide and a tetraarylporphyrin derived alkyne.
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Herein, we report our studies on the synthesis of vinyl 1,2,3-triazoles through a one-pot sequence, enabled by the same copper catalyst, of three different reactions: hydroboration involving an alkyne, azidation for a vinyl boronate and azide–alkyne cycloaddition.
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This work investigated the use of copper-catalyzed azide–alkyne cycloaddition (CuAAC) click reactions whereby a reactive solution containing an alkynyl-terminated molecule is deposited on a copolymer membrane with azide-functionalized surfaces.
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For bioconjugation, we developed routes with two orthogonal click reactions, based on the strain-promoted azide–alkyne cycloaddition reaction and the (photoactivated) tetrazole–ene cycloaddition reaction.
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We here study a variety of azide- and alkyne-bearing noncanonical amino acids (ncAA) in terms of protein single- and double-incorporation efficiency via nonsense suppression, metabolic stability, yields of nitroxide labeling via copper-catalyzed [3 + 2] azide–alkyne cycloadditions (CuAAC), and spectroscopic properties in continuous-wave and double electron–electron resonance measurements.
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These new compounds are easily accessible by step‐economic C−H activation and copper(I)‐catalyzed azide–alkyne cycloaddition (CuAAC) click reactions.
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A post-polymerization azide–alkyne cycloaddition allowed for the formation of glycopolymers with different mannose valencies (1, 2, 4, and 8).
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