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Assisted tandem catalytic cross metathesis-oxidation in one flask from styrenes to 1,2-Diketones and further to quinoxalines

  • 1,2-Diketones were synthesized from styrenes by combining a cross metathesis and a Ru-catalyzed alkene oxidation to an assisted tandem catalytic sequence. The synthesis relies on the use of just one metathesis precatalyst, which was in situ converted to the oxidation catalyst by addition of an alkyl hydroperoxide as a chemical trigger and oxidant. The one-flask sequence can be extended beyond 1,2-diketones to quinoxalines, by condensation of the oxidation products with ortho-phenylenediamine.

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Metadaten
Author details:Bernd SchmidtORCiDGND, Stefan Krehl, Sylvia Hauke
DOI:https://doi.org/10.1021/jo4005684
ISSN:0022-3263
Title of parent work (English):The journal of organic chemistry
Publisher:American Chemical Society
Place of publishing:Washington
Publication type:Article
Language:English
Year of first publication:2013
Publication year:2013
Release date:2017/03/26
Volume:78
Issue:11
Number of pages:9
First page:5427
Last Page:5435
Funding institution:Deutsche Forschungsgemeinschaft (DFG) [Schm1095/6-2]
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Peer review:Referiert
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