1361210-08-3Relevant articles and documents
Copper(I)-catalyzed tandem reaction: Synthesis of 1,4-disubstituted 1,2,3-triazoles from alkyl diacyl peroxides, azidotrimethylsilane, and alkynes
Israr, Muhammad,Ye, Changqing,Muhammad, Munira Taj,Li, Yajun,Bao, Hongli
supporting information, p. 2916 - 2922 (2018/12/13)
A copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction for the synthesis of 1,4-disubstituted 1,2,3-triazoles from alkyl diacyl peroxides, azidotrimethylsilane, and terminal alkynes is reported. The alkyl carboxylic acids is for the first time being used as the alkyl azide precursors in the form of alkyl diacyl peroxides. This method avoids the necessity to handle organic azides, as they are generated in situ, making this protocol operationally simple. The Cu(I) catalyst not only participates in the alkyl diacyl peroxides decomposition to afford alkyl azides but also catalyzes the subsequent CuAAC reaction to produce the 1,2,3-triazoles.
The copper-nicotinamide complex: Sustainable applications in coupling and cycloaddition reactions
Baig, R.B. Nasir,Vaddula, Buchi Reddy,Nadagouda, Mallikarjuna N.,Varma, Rajender S.
supporting information, p. 1243 - 1248 (2015/03/04)
The crystalline copper(ii)-nicotinamide complex, synthesized via simple mixing of copper chloride and nicotinamide solution at room temperature, catalyzes the C-S, C-N bond forming and cycloaddition reactions under a variety of sustainable reaction conditions.
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
Water-soluble NHC-Cu catalysts: Applications in click chemistry, bioconjugation and mechanistic analysis
Daz Velzquez, Heriberto,Ruiz Garca, Yara,Vandichel, Matthias,Madder, Annemieke,Verpoort, Francis
supporting information, p. 9350 - 9356 (2014/12/11)
Copper(i)-catalyzed 1,3-dipolar cycloaddition of azides and terminal alkynes (CuAAC), better known as "click" reaction, has triggered the use of 1,2,3-triazoles in bioconjugation, drug discovery, materials science and combinatorial chemistry. Here we report a new series of water-soluble catalysts based on N-heterocyclic carbene (NHC)-Cu complexes which are additionally functionalized with a sulfonate group. The complexes show superior activity towards CuAAC reactions and display a high versatility, enabling the production of triazoles with different substitution patterns. Additionally, successful application of these complexes in bioconjugation using unprotected peptides acting as DNA binding domains was achieved for the first time. Mechanistic insight into the reaction mechanism is obtained by means of state-of-the-art first principles calculations.
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
Copper on chitosan: A recyclable heterogeneous catalyst for azide-alkyne cycloaddition reactions in water
Baig, R. B. Nasir,Varma, Rajender S.
supporting information, p. 1839 - 1843 (2013/09/24)
Copper sulfate has been immobilized over chitosan by simply stirring an aqueous suspension of chitosan in water with copper sulfate; the ensuing catalyst has been utilized for the azide-alkyne cycloaddition in aqueous media and it can be recycled and reus
