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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).
Author details: | Bernd SchmidtORCiDGND, Martin Riemer |
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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 |