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.
Author details: | Bernd SchmidtORCiDGND, Stefan Krehl, Sylvia Hauke |
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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 |