907563-53-5Relevant academic research and scientific papers
A new solvent system for efficient synthesis of 1,2,3-triazoles
Lee, Bo-Young,Park, So Ra,Jeon, Heung Bae,Kim, Kwan Soo
, p. 5105 - 5109 (2006)
The use of CH2Cl2 as a co-solvent with H2O in the copper(I)-catalyzed 1,3-dipolar cycloaddition of organic azides and alkynes increased reaction rates and provided the corresponding 1,2,3-triazoles in excellent yields comp
Visible-Light-Mediated Click Chemistry for Highly Regioselective Azide–Alkyne Cycloaddition by a Photoredox Electron-Transfer Strategy
Wu, Zheng-Guang,Liao, Xiang-Ji,Yuan, Li,Wang, Yi,Zheng, You-Xuan,Zuo, Jing-Lin,Pan, Yi
, p. 5694 - 5700 (2020/04/24)
Click chemistry focuses on the development of highly selective reactions using simple precursors for the exquisite synthesis of molecules. Undisputedly, the CuI-catalyzed azide–alkyne cycloaddition (CuAAC) is one of the most valuable examples of click chemistry, but it suffers from some limitations as it requires additional reducing agents and ligands as well as cytotoxic copper. Here, we demonstrate a novel strategy for the azide–alkyne cycloaddition reaction that involves a photoredox electron-transfer radical mechanism instead of the traditional metal-catalyzed coordination process. This newly developed photocatalyzed azide–alkyne cycloaddition reaction can be performed under mild conditions at room temperature in the presence of air and visible light and shows good functional group tolerance, excellent atom economy, high yields of up to 99 %, and absolute regioselectivity, affording a variety of 1,4-disubstituted 1,2,3-triazole derivatives, including bioactive molecules and pharmaceuticals. The use of a recyclable photocatalyst, solar energy, and water as solvent makes this photocatalytic system sustainable and environmentally friendly. Moreover, the azide–alkyne cycloaddition reaction could be photocatalyzed in the presence of a metal-free catalyst with excellent regioselectivity, which represents an important development for click chemistry and should find versatile applications in organic synthesis, chemical biology, and materials science.
A layered double hydroxide, a synthetically useful heterogeneous catalyst for azide?alkyne cycloadditions in a continuous-flow reactor
ádok-Sipiczki, Mónika,?tv?s, Sándor B.,Fül?p, Ferenc,Georgiádes, ádám,Mészáros, Rebeka,Pálinkó, István,Sipos, Pál
, p. 63 - 73 (2020/12/04)
A Cu(II)Fe(III)-layered double hydroxide is shown to efficiently catalyze 1,3-dipolar cycloadditions of organic azides to alkynes leading to valuable 1,2,3-triazoles. The benefits of continuous processing were exploited for reaction optimization and synth
Glycerol: A biorenewable solvent for base-free Cu(i)-catalyzed 1,3-dipolar cycloaddition of azides with terminal and 1-iodoalkynes. Highly efficient transformations and catalyst recycling
Vidal, Cristian,Garcia-Alvarez, Joaquin
, p. 3515 - 3521 (2014/07/08)
The combination of CuI and glycerol exhibits a versatile and high catalytic activity in the Huisgen cycloaddition of azides and terminal or 1-iodoalkynes under standard bench experimental conditions (room temperature, under air and in the absence of a bas
Continuous-flow azide-alkyne cycloadditions with an effective bimetallic catalyst and a simple scavenger system
?tv?s, Sndor B.,Hatoss, Gbor,Georgides, dm,Kovcs, Szabolcs,Mndity, Istvn M.,Novk, Zoltn,Fül?p, Ferenc
, p. 46666 - 46674 (2014/12/10)
A flow chemistry-based technique is presented herein for Cu(i)-catalyzed azide-alkyne cycloadditions with a copper on iron bimetallic system as the catalyst and iron powder as a readily available copper scavenger. The method proved to be rapid and safe as
KIT USEFUL FOR DETECTING, SEPARATING AND/OR CHARACTERIZING A MOLECULE OF INTEREST
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, (2011/11/06)
A kit for separating and/or characterizing at least one molecule A of interest, the kit including: (i) a compound having the general formula: B—(R)n—Z in which: B represents a hydrogen atom or a detectable labeling entity; R represents a C1-C10000 hydrocarbon unit which may be polymeric or non-polymeric and optionally incorporates one or more heteroatoms, chosen from N, O, S, Br, Cl, F, P, B, Si and/or one or more metals; n represents 0 or 1, with n being equal to 1 when B represents a hydrogen atom; and Z represents a functional group capable of reacting in a click chemistry reaction in order to form a linking function Lclick; and (ii) a molecularly imprinted polymer dedicated to the molecular recognition of at least said linking function Lclick.
Copper nitride nanoparticles supported on a superparamagnetic mesoporous microsphere for toxic-free click chemistry
Lee, Byoung Se,Yi, Mihye,Chu, So Young,Lee, Ja Young,Kwon, Hye Rim,Lee, Kyu Reon,Kang, Donghyeon,Kim, Wan Seop,Lim, Heung Bin,Lee, Jouhahn,Youn, Hyung-Joong,Chi, Dae Yoon,Hur, Nam Hwi
supporting information; experimental part, p. 3935 - 3937 (2010/07/14)
Copper nitride nanoparticles supported on a mesoporous superparamagnetic silica microsphere exhibit superior activity toward the Huisgen cycloaddition of azides and alkynes. The nitride catalyst offers significant advantages over homogeneous Cu catalysts.
