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Search for "azide–alkyne" in Full Text gives 131 result(s) in Beilstein Journal of Organic Chemistry.

Azobenzene dye-coupled quadruply hydrogen-bonding modules as colorimetric indicators for supramolecular interactions

  • Yagang Zhang and
  • Steven C. Zimmerman

Beilstein J. Org. Chem. 2012, 8, 486–495, doi:10.3762/bjoc.8.55

Graphical Abstract
  • % yield. Alternatively, azobenzene dye 16 underwent a room-temperature copper-catalyzed azidealkyne Huisgen cycloaddition with DeUG alkyne 17 to give triazole 18 in 71% yield. Azobenzene coupled DAN modules 5, 8, and 10 are bright orange–red in color, and azobenzene coupled DeUG modules 12 and 18 are
  • EDC and DMAP in methylene chloride, and the orange–yellow product 12 was isolated in a relatively low 35% yield (Scheme 3). No attempt was made to optimize the coupling conditions; instead, attention was turned to the possibility of coupling the partners by using the copper-catalyzed azidealkyne
  • produced crude 16, which was used directly in the next step without purification. Coupling of azide 16 with the known 17 [34] was successfully effected under standard conditions for the copper-catalyzed azidealkyne cycloaddition [55]. Azobenzene dye-coupled DeUG module 18 was obtained as an orange–yellow
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Published 02 Apr 2012

Synthesis of 2-amino-3-arylpropan-1-ols and 1-(2,3-diaminopropyl)-1,2,3-triazoles and evaluation of their antimalarial activity

  • Matthias D’hooghe,
  • Stéphanie Vandekerckhove,
  • Karen Mollet,
  • Karel Vervisch,
  • Stijn Dekeukeleire,
  • Liesbeth Lehoucq,
  • Carmen Lategan,
  • Peter J. Smith,
  • Kelly Chibale and
  • Norbert De Kimpe

Beilstein J. Org. Chem. 2011, 7, 1745–1752, doi:10.3762/bjoc.7.205

Graphical Abstract
  • )methyl]aziridines by Cu(I)-catalyzed azide-alkyne cycloaddition, followed by microwave-assisted, regioselective ring opening by dialkylamine towards 1-(2,3-diaminopropyl)-1,2,3-triazoles. Although most of these compounds exhibited weak antiplasmodial activity, six representatives showed moderate
  • 1,2,3-triazole moiety instead. A powerful methodology towards the synthesis of functionalized 1,2,3-triazoles involves the Cu(I)-catalyzed azide-alkyne Huisgen cycloaddition (CuAAC) [33], which has gained major interest from the synthetic community due to its high efficiency and selectivity. Eligible
  • -triazol-1-yl)methyl]aziridines by Cu(I)-catalyzed azide-alkyne cycloaddition, followed by microwave-assisted, regioselective ring opening by diethyl- or dimethylamine towards the corresponding 1-(2,3-diaminopropyl)-1,2,3-triazoles. From a synthetic viewpoint, new insights were provided concerning the
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Published 30 Dec 2011

Highly efficient cyclosarin degradation mediated by a β-cyclodextrin derivative containing an oxime-derived substituent

  • Michael Zengerle,
  • Florian Brandhuber,
  • Christian Schneider,
  • Franz Worek,
  • Georg Reiter and
  • Stefan Kubik

Beilstein J. Org. Chem. 2011, 7, 1543–1554, doi:10.3762/bjoc.7.182

Graphical Abstract
  • with 2-formylpyridine oxime or 2-acetylpyridine oxime, unfortunately failed to produce the desired products. The cyclodextrin derivatives 2a–d contain 1,4-disubstituted 1,2,3-triazole moieties as the linking units. Accordingly, they were prepared by copper(I)-catalyzed azidealkyne cycloaddition
  • (“click-reaction”) [33] from mono-6-azido-6-deoxy-β-cyclodextrin (4) and a functionalized alkyne (Scheme 3, route B). Conjugations by copper(I)-catalyzed azidealkyne cycloadditions have become popular in many different fields of chemistry [33][34], including cyclodextrin chemistry [35][36][37][38][39][40
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Published 22 Nov 2011

Advances in synthetic approach to and antifungal activity of triazoles

  • Kumari Shalini,
  • Nitin Kumar,
  • Sushma Drabu and
  • Pramod Kumar Sharma

Beilstein J. Org. Chem. 2011, 7, 668–677, doi:10.3762/bjoc.7.79

Graphical Abstract
  • nitrogen atoms. However, flash vacuum pyrolysis at 500 °C leads to loss of molecular nitrogen (N2) to produce aziridine. Certain triazoles are relatively easy to cleave by ring–chain tautomerism. Synthesis of triazoles Substituted 1,2,3-triazoles can be produced by the azidealkyne Huisgen cycloaddition in
  • ). Itraconazole (10). Voriconazole (11). Posaconazole (12). Ravuconazole (13). Copper catalyzed azidealkyne cycloaddition. Ruthenium catalyzed azidealkyne cycloaddition. Copper-sulfate catalyzed azidealkyne cycloaddition. Azide–dimethylbut-2-yne-dioate cycloaddition.
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Published 25 May 2011

Synthesis of glycoconjugate fragments of mycobacterial phosphatidylinositol mannosides and lipomannan

  • Benjamin Cao,
  • Jonathan M. White and
  • Spencer J. Williams

Beilstein J. Org. Chem. 2011, 7, 369–377, doi:10.3762/bjoc.7.47

Graphical Abstract
  • ) lipophilicity allowing biphasic partitioning between butanol/water or purification by reversed-phase extraction, (ii) ability to be reduced to an aminooctyl chain for use in squarate conjugation chemistry, and (iii) capacity to be conjugated with fluorescent terminal alkynes using the Cu(I)-catalyzed azide
  • alkyne cycloaddition (CuAAC) reaction [33][34]. Results and Discussion Since their introduction by Palcic and co-workers [35], hydrophobic alkyl glycosides have proven to be valuable derivatives for enzymatic assays, as their lipophilic nature allows easy product isolation by either reversed-phase
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Published 28 Mar 2011

Synthesis and crossover reaction of TEMPO containing block copolymer via ROMP

  • Olubummo Adekunle,
  • Susanne Tanner and
  • Wolfgang H. Binder

Beilstein J. Org. Chem. 2010, 6, No. 59, doi:10.3762/bjoc.6.59

Graphical Abstract
  • ™). However, their synthetic profile with respect to the synthesis of block copolymers is largely unexplored. As we recently have reported extensively on the use of ROMP methods in blockcopolymer synthesis [11][12][13], either via direct copolymerization or coupled to postmodification methods via azide/alkyne
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Published 01 Jun 2010
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