Ru- and Pd-Catalysed Synthesis of 2-Arylfurans by One-Flask Heck Arylation/Oxidation
- 2,5-Disubstituted furans were synthesized by one-flask Heck arylation/oxidation sequences. The starting materials are 2-substituted 2,3-dihydrofurans, conveniently available by RCM/isomerization sequences, and arenediazonium salts. These react in ligand-free Heck reactions to afford 2,5-disub-stituted 2,5-dihydrofurans, which are oxidized to the corresponding furans without isolation or intermediate workup. The oxidation is conveniently achieved with chloranil or DDQ, depending on the substrate.
Author details: | Bernd SchmidtORCiDGND, Diana Geissler |
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DOI: | https://doi.org/10.1002/ejoc.201100549 |
ISSN: | 1434-193X |
Title of parent work (English): | European journal of organic chemistry |
Publisher: | Wiley-VCH |
Place of publishing: | Weinheim |
Publication type: | Article |
Language: | English |
Year of first publication: | 2011 |
Publication year: | 2011 |
Release date: | 2017/03/26 |
Tag: | C-C coupling; Diazonium salts; Furans; Heck coupling; Oxidation; Oxygen heterocycles; Palladium |
Issue: | 25 |
Number of pages: | 9 |
First page: | 4814 |
Last Page: | 4822 |
Funding institution: | Deutsche Forschungsgemeinschaft (DFG) [1095/6-1] |
Organizational units: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
Peer review: | Referiert |