Literature DB >> 22753337

Copper(I)-catalyzed azide-alkyne cycloadditions in microflow: catalyst activity, high-T operation, and an integrated continuous copper scavenging unit.

Alvaro Carlos Varas1, Timothy Noël, Qi Wang, Volker Hessel.   

Abstract

AVOIDING THE COPPERS: A continuous-flow synthesis for the Cu(I) -catalyzed azide-alkyne cycloaddition reaction using [Cu(phenanthroline)(PPh₃)₂]NO₃ as a homogeneous catalyst is developed (up to 92 % isolated yield). Elevated temperatures allow achieving full conversions and using lower catalyst loadings. Residual copper in the triazole compound is efficiently removed via an inline extraction process, employing aqueous EDTA as a copper scavenger.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID: 22753337     DOI: 10.1002/cssc.201200323

Source DB:  PubMed          Journal:  ChemSusChem        ISSN: 1864-5631            Impact factor:   8.928


  6 in total

1.  Synthesis of α-amino-1,3-dicarbonyl compounds via Ugi flow chemistry reaction: access to functionalized 1,2,3-triazoles.

Authors:  Stanley N S Vasconcelos; Evelin Fornari; Ignez Caracelli; Hélio A Stefani
Journal:  Mol Divers       Date:  2017-07-12       Impact factor: 2.943

2.  A Modular Flow Design for the meta-Selective C-H Arylation of Anilines.

Authors:  Hannes P L Gemoets; Gabriele Laudadio; Kirsten Verstraete; Volker Hessel; Timothy Noël
Journal:  Angew Chem Int Ed Engl       Date:  2017-05-22       Impact factor: 15.336

3.  Efficient continuous-flow synthesis of novel 1,2,3-triazole-substituted β-aminocyclohexanecarboxylic acid derivatives with gram-scale production.

Authors:  Sándor B Otvös; Adám Georgiádes; István M Mándity; Lóránd Kiss; Ferenc Fülöp
Journal:  Beilstein J Org Chem       Date:  2013-07-29       Impact factor: 2.883

4.  Ethyl diazoacetate synthesis in flow.

Authors:  Mariëlle M E Delville; Jan C M van Hest; Floris P J T Rutjes
Journal:  Beilstein J Org Chem       Date:  2013-09-05       Impact factor: 2.883

5.  Hyphenating size-exclusion chromatography with electrospray mass spectrometry; using on-line liquid-liquid extraction to study the lipid composition of lipoprotein particles.

Authors:  Michael Osei; Julian L Griffin; Albert Koulman
Journal:  Rapid Commun Mass Spectrom       Date:  2015-11-15       Impact factor: 2.419

6.  A flow platform for degradation-free CuAAC bioconjugation.

Authors:  Marine Z C Hatit; Linus F Reichenbach; John M Tobin; Filipe Vilela; Glenn A Burley; Allan J B Watson
Journal:  Nat Commun       Date:  2018-10-01       Impact factor: 14.919

  6 in total

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