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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.

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Author details:Bernd SchmidtORCiDGND, Diana Geissler
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
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