Search results

Search for "copper(I)-catalyzed alkyne–azide cycloaddition" in Full Text gives 6 result(s) in Beilstein Journal of Organic Chemistry.

Active-metal template clipping synthesis of novel [2]rotaxanes

  • Cătălin C. Anghel,
  • Teodor A. Cucuiet,
  • Niculina D. Hădade and
  • Ion Grosu

Beilstein J. Org. Chem. 2023, 19, 1776–1784, doi:10.3762/bjoc.19.130

Graphical Abstract
  • of the final [2]rotaxanes by active template copper(I)-catalyzed alkyneazide cycloaddition (CuAAC) as key step of the synthesis. HRMS and NMR experiments have been performed to confirm the formation of the interlocked structures. Keywords: active-metal template; clipping; copper(I)-catalyzed alkyne
  • azide cycloaddition; mechanically interlocked structures; [2]rotaxanes; Introduction Since its birth, in the late sixties [1][2][3], the field of mechanically interlocked molecules (MIMs), including rotaxanes, has gained significant attention culminating by recognition with a Nobel prize in Chemistry
PDF
Album
Supp Info
Full Research Paper
Published 20 Nov 2023

Targeting the Pseudomonas quinolone signal quorum sensing system for the discovery of novel anti-infective pathoblockers

  • Christian Schütz and
  • Martin Empting

Beilstein J. Org. Chem. 2018, 14, 2627–2645, doi:10.3762/bjoc.14.241

Graphical Abstract
  • , a novel competition assay employing ‘clickable’ active-site-labelling probes was developed. These compounds contain terminal alkyne moieties, which can be exploited for straightforward decoration via copper(I)-catalyzed alkyneazide cycloaddition (CuAAC), the prototypic click reaction. This
PDF
Album
Review
Published 15 Oct 2018

An amphiphilic pseudo[1]catenane: neutral guest-induced clouding point change

  • Tomoki Ogoshi,
  • Tomohiro Akutsu and
  • Tada-aki Yamagishi

Beilstein J. Org. Chem. 2018, 14, 1937–1943, doi:10.3762/bjoc.14.167

Graphical Abstract
  • -responsive LCST changes are very rare, while there have been some examples of LCST control using ionic chemical stimuli [5][6]. Results and Discussion Supramolecular structure and clouding point of bicyclic compound 3 The bicyclic compound 3 was prepared using a copper(I)-catalyzed alkyneazide cycloaddition
PDF
Album
Supp Info
Full Research Paper
Published 26 Jul 2018

Effective ascorbate-free and photolatent click reactions in water using a photoreducible copper(II)-ethylenediamine precatalyst

  • Redouane Beniazza,
  • Natalia Bayo,
  • Florian Molton,
  • Carole Duboc,
  • Stéphane Massip,
  • Nathan McClenaghan,
  • Dominique Lastécouères and
  • Jean-Marc Vincent

Beilstein J. Org. Chem. 2015, 11, 1950–1959, doi:10.3762/bjoc.11.211

Graphical Abstract
  • Since the discovery in 2002 that copper(I) could catalyze the Huisgen alkyne–azide [3 + 2] cycloaddition with high selectivity for the 1,4-triazole [1][2], the so-called copper(I)-catalyzed alkyneazide cycloaddition (CuAAC) has become a privileged reaction which is widely employed in all areas of the
PDF
Album
Supp Info
Full Research Paper
Published 21 Oct 2015

Orthogonal dual thiol–chloroacetyl and thiol–ene couplings for the sequential one-pot assembly of heteroglycoclusters

  • Michele Fiore,
  • Gour Chand Daskhan,
  • Baptiste Thomas and
  • Olivier Renaudet

Beilstein J. Org. Chem. 2014, 10, 1557–1563, doi:10.3762/bjoc.10.160

Graphical Abstract
  • successive attachment of sugar residues on a core scaffold such as sugar [6][7], peptide [8][9][10], dendrimer [11][12], cyclodextrin [13][14][15] and polymer [16]. The most common synthetic strategy to build such hGCs relies on a fragment-coupling approach using thiol–ene coupling [17], copper(I)-catalyzed
  • alkyneazide cycloaddition (CuAAC) [18] or SN2 reaction [19]. In addition, orthogonal chemoselective ligations were proved more attractive strategies to prepare hGCs in high yields, in part because they require less synthetic and purification steps. For example, oxime and CuAAC ligations have been used
PDF
Album
Supp Info
Full Research Paper
Published 08 Jul 2014

Synthesis of heteroglycoclusters by using orthogonal chemoselective ligations

  • Baptiste Thomas,
  • Michele Fiore,
  • Isabelle Bossu,
  • Pascal Dumy and
  • Olivier Renaudet

Beilstein J. Org. Chem. 2012, 8, 421–427, doi:10.3762/bjoc.8.47

Graphical Abstract
  • combinations of carbohydrates. By using both oxime ligation and copper(I)-catalyzed alkyneazide cycloaddition, two series of compounds bearing binary combinations of αMan, αFuc or βLac in an overall tetravalent presentation, and either 2:2 or 3:1 relative proportions, have been prepared. Keywords
  • ligands [30] or vectors of hepatocytes [31]. As the second strategy, we have chosen the well-known copper(I)-catalyzed alkyneazide cycloaddition (CuAAC) [32][33], which is intensively exploited for the conjugation of sugars to both molecular and biological systems [34][35]. Besides being fully compatible
PDF
Album
Supp Info
Letter
Published 20 Mar 2012
Other Beilstein-Institut Open Science Activities