dc.identifier.uri |
http://dx.doi.org/10.15488/627 |
|
dc.identifier.uri |
http://www.repo.uni-hannover.de/handle/123456789/651 |
|
dc.contributor.author |
Kupracz, Lukas
|
|
dc.contributor.author |
Hartwig, Jan
|
|
dc.contributor.author |
Wegner, Jens
|
|
dc.contributor.author |
Ceylan, Sascha
|
|
dc.contributor.author |
Kirschning, Andreas
|
|
dc.date.accessioned |
2016-11-02T13:36:03Z |
|
dc.date.available |
2016-11-02T13:36:03Z |
|
dc.date.issued |
2011 |
|
dc.identifier.citation |
Kupracz, Lukas; Hartwig, Jan; Wegner, Jens; Ceylan, Sascha; Kirschning, Andreas: Multistep flow synthesis of vinyl azides and their use in the copper-catalyzed huisgen-type cycloaddition under inductive-heating conditions. In: Beilstein Journal of Organic Chemistry 7 (2011), S. 1441-1448. DOI: http://dx.doi.org/10.3762/bjoc.7.168 |
|
dc.description.abstract |
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. |
eng |
dc.description.sponsorship |
Fonds der Chemischen Industrie |
|
dc.description.sponsorship |
Henkel AG & Co. KGaA |
|
dc.description.sponsorship |
Evonik Degussa GmbH |
|
dc.description.sponsorship |
IFF GmbH |
|
dc.language.iso |
eng |
|
dc.publisher |
Frankfurt am Main : Beilstein-Institut Zur Förderung der Chemischen Wissenschaften |
|
dc.relation.ispartofseries |
Beilstein Journal of Organic Chemistry 7 (2011) |
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dc.rights |
CC BY 2.0 Unported |
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dc.rights.uri |
https://creativecommons.org/licenses/by/2.0/ |
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dc.subject |
Flow reactor |
eng |
dc.subject |
Inductive heating |
eng |
dc.subject |
Iodine azide |
eng |
dc.subject |
Polymer-supported reagents |
eng |
dc.subject |
Vinyl azides |
eng |
dc.subject.ddc |
500 | Naturwissenschaften
|
ger |
dc.subject.ddc |
540 | Chemie
|
ger |
dc.title |
Multistep flow synthesis of vinyl azides and their use in the copper-catalyzed huisgen-type cycloaddition under inductive-heating conditions |
|
dc.type |
Article |
|
dc.type |
Text |
|
dc.relation.issn |
1860-5397 |
|
dc.relation.doi |
http://dx.doi.org/10.3762/bjoc.7.168 |
|
dc.bibliographicCitation.volume |
7 |
|
dc.bibliographicCitation.firstPage |
1441 |
|
dc.bibliographicCitation.lastPage |
1448 |
|
dc.description.version |
publishedVersion |
|
tib.accessRights |
frei zug�nglich |
|