> Details

Kupracz, Lukas [Author]; Hartwig, Jan [Author]; Wegner, Jens [Author]; Ceylan, Sascha [Author]; Kirschning, Andreas [Author]

Multistep flow synthesis of vinyl azides and their use in the copper-catalyzed huisgen-type cycloaddition under inductive-heating conditions - [published Version]

Reference
management

Bookmarks

Remove from
bookmarks

Share this on Whatsapp

Close

Bookmarks



You can manage bookmarks using lists, please log in to your user account for this.
  • Media type: Text; E-Article
  • Title: Multistep flow synthesis of vinyl azides and their use in the copper-catalyzed huisgen-type cycloaddition under inductive-heating conditions
  • Contributor: Kupracz, Lukas [Author]; Hartwig, Jan [Author]; Wegner, Jens [Author]; Ceylan, Sascha [Author]; Kirschning, Andreas [Author]
  • Published: Frankfurt am Main : Beilstein-Institut Zur Förderung der Chemischen Wissenschaften, 2011
  • Published in: Beilstein Journal of Organic Chemistry 7 (2011)
  • Issue: published Version
  • Language: English
  • DOI: https://doi.org/10.15488/627; https://doi.org/10.3762/bjoc.7.168
  • ISSN: 1860-5397
  • Keywords: Flow reactor ; Iodine azide ; Polymer-supported reagents ; Inductive heating ; Vinyl azides
  • Origination:
  • Footnote: Diese Datenquelle enthält auch Bestandsnachweise, die nicht zu einem Volltext führen.
  • Description: The multistep flow synthesis of vinyl azides and their application in the synthesis of vinyltriazoles is reported. The synthesis relies on a stable polymer-bound equivalent of iodine azide that serves to carry out 1,2-functionalization of alkenes in a telescope flow protocol. The intermediate 2-iodo azides are subjected to a DBU-mediated polymer-supported elimination step yielding vinyl azides in good yield. The third step involves the formation of vinyl triazoles by a copper-catalyzed Huisgen-"click" cycloaddition. The required heat is generated by electromagnetic induction based on copper. Copper serves both as heatable as well as catalytically active packed-bed material inside the flow reactor. ; Fonds der Chemischen Industrie ; Henkel AG & Co. KGaA ; Evonik Degussa GmbH ; IFF GmbH
  • Access State: Open Access