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Synthesis of Allyl- and Prenylcoumarins via Microwave-Promoted Tandem Claisen Rearrangement/Wittig Olefination

  • Allyl, dimethylallyl, crotyl, and prenyl ethers of various aromatic ortho-hydroxy carbonyl compounds undergo a tandem sequence of Claisen rearrangement, carbonyl olefination, and cyclization upon microwave irradiation in the presence of a stabilized ylide. The products are multiply substituted 6- or 8-allylated or prenylated coumarins (2H-chromen-2-ones).

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Author details:Bernd SchmidtORCiDGND, Martin Riemer
DOI:https://doi.org/10.1055/s-0035-1560501
ISSN:0039-7881
ISSN:1437-210X
Title of parent work (English):Synthesis
Publisher:Thieme
Place of publishing:Stuttgart
Publication type:Article
Language:English
Year of first publication:2016
Publication year:2016
Release date:2020/03/22
Tag:aldehydes; coumarins; ketones; microwave irradiation; olefination; tandem reaction; ylides
Volume:48
Number of pages:9
First page:141
Last Page:149
Funding institution:Faculty of Science
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Peer review:Referiert
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